Conditions | Yield |
---|---|
With lithium hydroxide; water In tetrahydrofuran for 6h; Ambient temperature; | 83% |
methyl acetyl ricinoleate
A
Ricinoleic acid
B
methyl ricinoleate
C
(Z)-12-Acetoxy-octadec-9-enoic acid
Conditions | Yield |
---|---|
With sodium hydroxide In methanol under 750.06 Torr; | A 15% B 65% C 20% |
heptanal
10-undecenoic acid
A
Ricinoleic acid
B
ricinelaidic acid
Conditions | Yield |
---|---|
With ethylaluminum dichloride In dichloromethane at 0℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With ethylaluminum dichloride In dichloromethane at 0℃; for 1h; Yield given. Yields of byproduct given; |
Ricinoleic acid
Conditions | Yield |
---|---|
With alkaline solution |
Conditions | Yield |
---|---|
ricinoleate of/the/ ricinolic acid; |
D
Ricinoleic acid
Conditions | Yield |
---|---|
With lipase AK In tetrahydrofuran; phosphate buffer at 20℃; for 1h; Product distribution; Further Variations:; Reagents; Solvents; Temperatures; | A 11 % Spectr. B n/a C n/a D 24 % Spectr. |
Conditions | Yield |
---|---|
With alkali In methanol; water |
Ricinoleic acid
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; water |
Ricinoleic acid
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol for 1h; Reflux; |
1,1,1-trichloroethanol
Ricinoleic acid
2',2',2'-trichloroethylricinoleate
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In toluene at 20℃; for 18h; | 100% |
With dmap; dicyclohexyl-carbodiimide In toluene at 20℃; for 18h; | 100% |
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 64℃; for 4h; Solvent; Temperature; Reagent/catalyst; | 99.1% |
Ricinoleic acid
2-methoxy-ethanol
ricinoleic acid ethylene glycol methyl ether ester
Conditions | Yield |
---|---|
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Microwave irradiation; High pressure; | 99% |
Conditions | Yield |
---|---|
With benzothiazole hydrogen sulfate In cyclohexane at 90℃; for 5h; Catalytic behavior; Reagent/catalyst; | 98.4% |
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Catalytic behavior; Temperature; Solvent; Microwave irradiation; High pressure; | 98% |
Conditions | Yield |
---|---|
Stage #1: Ricinoleic acid; acetyl chloride With dmap In cyclohexane; water at 0 - 40℃; for 1h; Stage #2: 2-Butoxyethanol In cyclohexane; water for 5h; Reflux; | 98.3% |
2-ethoxy-ethanol
Ricinoleic acid
ricinoleic acid ethylene glycol ethyl ether ester
Conditions | Yield |
---|---|
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Microwave irradiation; High pressure; | 98% |
With toluene-4-sulfonic acid In cyclohexane for 5h; Time; Reagent/catalyst; Solvent; Reflux; |
Ricinoleic acid
R-12-hydroxyoctadecanoic acid
Conditions | Yield |
---|---|
With hydrogen; Rh/Al2O3 In ethyl acetate for 4.5h; Ambient temperature; | 97% |
With Pd-BaSO4; ethanol Hydrogenation; | |
With nickel Hydrogenation; | |
With hydrazine hydrate |
Conditions | Yield |
---|---|
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Microwave irradiation; High pressure; | 96% |
Conditions | Yield |
---|---|
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Microwave irradiation; High pressure; | 95% |
Conditions | Yield |
---|---|
With hydrogenchloride at 20℃; for 0.5h; | 94.1% |
With hydrogenchloride In water at 20℃; for 4h; | 90% |
With sulfuric acid for 3h; Heating; | 66% |
Ricinoleic acid
2-[2-(2 propoxyethoxy)ethoxy]-ethanol
Conditions | Yield |
---|---|
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Microwave irradiation; High pressure; | 91% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid for 16h; Heating; | 90% |
With hydrogen cation |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In chloroform at 20℃; | 90% |
Ricinoleic acid
2-amino-phenol
(7R,9Z)-17-benzoxazol-2-yl-heptadec-9-en-7-ol
Conditions | Yield |
---|---|
With tetraphosphorus decasulfide; silica gel under 760.051 Torr; for 0.116667h; Microwave irradiation; | 87% |
Ricinoleic acid
3-Amino-2-naphthol
(7R,9Z)-17-naphtho[2,3-d]oxazol-2-yl-heptadec-9-en-7-ol
Conditions | Yield |
---|---|
With tetraphosphorus decasulfide; silica gel under 760.051 Torr; for 0.15h; Microwave irradiation; | 86% |
Ricinoleic acid
A
azelaic acid
B
β-hydroxynonanoic acid
Conditions | Yield |
---|---|
With oxygen; ozone In water; acetone at 0℃; Flow reactor; | A 86% B 70% |
Ricinoleic acid
3-amino-4-hydroxytoluene
(7R,9Z)-17-(5-methyl-1H-benzoxazol-2-yl)-heptadec-9-en-7-ol
Conditions | Yield |
---|---|
With tetraphosphorus decasulfide; silica gel under 760.051 Torr; for 0.15h; Microwave irradiation; | 85% |
Ricinoleic acid
2-hydroxy-5-chloro-aniline
(7R,9Z)-17-(5-chloro-1H-benzoxazol-2-yl)-heptadec-9-en-7ol
Conditions | Yield |
---|---|
With tetraphosphorus decasulfide; silica gel under 760.051 Torr; for 0.2h; Microwave irradiation; | 85% |
7-hydroxy-2H-chromen-2-one
Ricinoleic acid
coumarin-7-yl (9Z,12R)-12-hydroxyoctadec-9-enoate
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃; | 85% |
Conditions | Yield |
---|---|
With phosphotungstic acid; dihydrogen peroxide; cetylpyridinium bromide In water at 85℃; for 5h; Green chemistry; | A 83.2% B 60.8% |
With tungstophosphoric acid *15.4 H2O; cetylpyridinium chloride; dihydrogen peroxide In water at 85℃; for 5h; |
Ricinoleic acid
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; 4-(trifluoromethyl)benzoic anhydride; silver perchlorate; titanium tetrachloride In dichloromethane Ambient temperature; | 83% |
Ricinoleic acid
(R,Z)-13-hexyloxacyclotridec-10-en-2-one
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; TiCl2(OTf)2; 4-(trifluoromethyl)benzoic anhydride In dichloromethane at 50℃; for 5h; | 83% |
With pyridine; dmap; Adipic acid dichloride In dichloromethane at 0 - 20℃; for 8h; Inert atmosphere; | 76% |
With pyridine; pyridine hydrochloride; triphenylphosphine; iodosodilactone In toluene for 12h; Reflux; | 61% |
Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 2: 72 percent / TiCl4, AgClO4, p-trifluoromethylbenzoic anhydride / CH2Cl2 / 3 h / Ambient temperature View Scheme | |
Multi-step reaction with 2 steps 1.1: hydrogenchloride / water / 4 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2.63 h / 0 °C 2.2: 4 h / 10 °C View Scheme |
Ricinoleic acid
2-amino-benzenethiol
2-[(8Z,11R)-11-hydroxyheptadec-8-enyl]benzothiazole
Conditions | Yield |
---|---|
With diphosphorus pentasulfide for 0.0666667h; microwave irradiation; | 81% |
Ricinoleic acid
12-hydroxy-cis-9-octadecenol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran for 0.5h; Heating; | 80% |
Ricinoleic acid
2-hydroxy-5-nitroaniline
(7R,9Z)-17-(5-nitro-1H-benzoxazol-2-yl)-heptadec-9-en-7-ol
Conditions | Yield |
---|---|
With tetraphosphorus decasulfide; silica gel under 760.051 Torr; for 0.233333h; Microwave irradiation; | 80% |
Ricinoleic acid
phenylmethanethiol
(R,Z)-S-benzyl 12-hydroxyoctadec-9-enethioate
Conditions | Yield |
---|---|
Stage #1: Ricinoleic acid With dicyclohexyl-carbodiimide at 20℃; for 0.25h; neat (no solvent); Stage #2: phenylmethanethiol for 3h; Inert atmosphere; neat (no solvent); | 76% |
Ricinoleic acid
Conditions | Yield |
---|---|
With bromine In tetrachloromethane Heating; | 75% |
Ricinoleic acid
cholesterol
3β-cholesteryl 12'-(R)-hydroxyoctadec-9'-(Z)-enoate
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; | 75% |
Conditions | Yield |
---|---|
With boron trifluoride dimethanol at 50℃; | A 75% B 4% |
1. | scu-rbt TDLo:390 mg/kg/17W-I:ETA | CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. 137 (1943),760. |
Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.
Ricinoleic Acid's Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS VJ3150000
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