Oldbear
Well-Known Member
Hi Im wondering what strain was used? Any purple in the flowers or stems?
I found this today:
I found this today:
Here's the Adams patent from 1940 describing the method of CBD isolation.
"It has been found that from the extracts of hemp (Cannabis sativa or Cannabis indicia) a red viscous oil can be obtained, commonly known as red oil, from which a pure crystalline compound, cannabidiol, can be isolated (Adams, Hunt and Clark, J. A. C. S. 62, 196 (1940). Through a chemical study (J. A. C. S. 62, 196, 732, 735, 1770 (1940); see also J. A. C. S. August and September numbers, 1940), it has been shown to have the structural formula: CH3 OH C OH CH3 CH2 (Formula I)
With the exception of the position of the double 20 bond in the left hand cycle in the above formula the structure of cannabidiol is well established. Investigations show this left hand cycle to be a tetrahydro benzene ring.
Cannabidiol is a crystalline compound, M. P. 66-67° (cor.), and forms long white rods when crystallized from petroleum ether (B. P. 30-60° ). It has an [a]27D-125°, and is physiologically inactive so far as marihuana activity is concerned.
The principal object of the present invention is to provide an improved process for isolating cannabidiol from red oil obtained from hemp.
Other objects of the present invention will be apparent as the description proceeds.
The isolation of cannabidiol from red oil obtained from hemp is described in detail in J. A. C. S. 62, 196 (1940). This process which includes the treatment of purified red oil with 3,5-dinitrobenzoyl chloride and the formation of cannabidiol o, bis-3,5-dinitrobenzoate has been found of particular value for the isolation of the desired product. Ammonolysis of the benzoate, i. e. diester, yields cannabidiol in pure form.
The process as set forth in the J. A. C. S. 62, 55 196, 198, 199 (1940) serves to illustrate the present invention.
Cannabidiol bis-3,5-dinitrobenzoate.-A solution of about 50 grams of purified red oil, B. P. 175-195° C. (2 mm.), in 200 cc. of dry pyridine was poured rapidly with shaking and cooling on 85 grams of 3,5-dinitrobenzoyl chloride. The mixture was heated on a steam cone for two hours with occasional shaking and was then poured into ice and hydrochloric acid (200 cc. of concentrated hydrchloric acid, 500 cc. of ice). It was filtered or decanted and the insoluble material was washed several times with dilute hydrochloric acid. The residue was dissolved in 600 cc. of benzene and filtered. The insoluble material consisted mainly of 3,5-dinitrobenzoic acid.
The benzene solution was washed with dilute hydrochloric acid, then with aqueous sodium bicarbonate and finally with water. The benzene was evaporated and the residue was dissolved in 500 cc. of dry ether. This solution was treated with norit (20 grams), filtered, and then concentrated to 300 cc. On cooling in an ice-salt mixture with constant stirring, crystallization set Sin. After one hour, the product was filtered and washed with cold dry ether. Upon purification of the desired product by recrystallization from 800 cc. of a mixture of methanol and methyl acetate (2:1), it was obtained as white rods M. P. 106-107° C. (corr.).
Cannabidiol.-A solution of 50 grams of cannabidiol bis-3,5-dinitrobenzoate in 100 cc. of toluene was placed in the glass liner of a high pressure reaction vessel. The mixture was cooled by dry ice and about 100 cc. of liquid ammonia passed into it. The liner was then placed in the high pressure reaction vessel and the cover quickly fastened. The high pressure reaction vessel was allowed to stand for five hours at room temperature. At the end of that time the excess ammonia was allowed to escape and the product, which had set to a solid mass, was digested with 400 cc. of petroleum ether (B. P. 60-110° C.). The solid 3,5dinitrobenzamide was filtered and washed with two 50 cc. portions of petroleum ether. Filtrate and washings were combined and extracted six times with 150 cc. portions of boiling water to remove the last traces of 3,5-dinitrobenzamide. The petroleum ether was then evaporated and the i residue distilled, B. P. 187-190° C. (2 mm.) (bath temperature 220° C.). The resulting product, i.e. cannabidiol, was obtained as a pale yellow resin.[/b]
It will be obvious to those skilled in the art that the present invention is not limited to the details of the process outlined above. The scope of the present invention accordingly should be determined by the claims annexed hereto.
1. In a process for isolating cannabidiol from red oil obtained from hemp, the step which consists in treating the red oil with 3,5-dinitrobenzoyl chloride to form cannabidiol bis-3,5-dinitrobenzoate.
2. In a process for isolating cannabidiol from red oil obtained from hemp, the step which consists in isolating the cannabidiol from said oil as the dinitrobenzoate ester.
3. A process for isolating substantially pure cannabidiol from red oil obtained from hemp which comprises (a) treating hemp red oil with 3,5-dinitrobenzoyl chloride, (b) separating the cannabidiol bis-3,5-dinitrobenzoate formed in (a) from the red oil mixture, and (c) subjecting the benzoate ester of (b) to ammonolysis.
4. The product cannabidiol bis-3,5-dinitrobenzoate.
ROGER ADAMS.
Written August 16, 1940"
Ok folks, I've got one for ya.
Has anyone had any discussions about "Red" oil?
I happened upon it after having discussions with a fellow oil maker. This oil maker mentioned having a ring of red oil at the top of his purging pan while making a batch of oil. He thought it might have something to do with not having dried his buds enough before conducting the solvent extraction.
This made me curious, especially after having heard that something about red oil was mentioned in Shona Banda's Book, "Live Free or Die".
After a CCO extraction, I allowed the waste material to fully dry. I repeated the stripping process with cold water instead of alcohol. I only used about an ounce of material. I conducted the typical CCO process utilizing the rice cooker then over to the coffee mug warmer and ended up with the product pictured above.
My curiosity is this: Does this substance hold any medicinal properties/value?
I do not reside nearby any testing facilities, so did not have the opportunity to see what I had. The smell and taste were way too awful to try. Not really sure what it would be good for, if anything. I do not use chemical fertilizers or pesticides so have no worries regarding contamination.
Just thinking out loud here, inviting ideas.
Quick thinking and quick action. I'm with Gigi on the higher THC, but this is a great jumping off point, and since she's primarily dealing with RA this may be exactly what she needs. The THC values should do well for the management of pain. That was my only concern. 
I forgot why I stopped in. I've been having a niggling discomfort in the left knee joint, to the inside. I may have turned wrong and then aggravated it by running up and down the stairs right after that. Anyway, just a few minutes ago it started to really act up, to the point that walking was becoming uncomfortable. For someone who moves around as much as I do in a day this is unacceptable. I was relaxing into the idea of being pain-free and I suddenly remembered I had a pain cream on hand. 
