Tetrahydrofuran → HCID 69411554, compound

HRID 2187280Notes

Reaction equation

HRID 2187280 reaction equation
C[O:2][C:3](=[O:30])[CH2:4][CH2:5][C@H:6]([C@@H:8]1[C@:25]2([CH3:26])[C@H:11]([C:12]3[C@H:22]([CH2:23][CH2:24]2)[C@:20]2([CH3:21])[C:15]([C:16]([CH3:29])([CH3:28])[C@@H:17]([OH:27])[CH2:18][CH2:19]2)=[CH:14][CH:13]=3)[CH2:10][CH2:9]1)[CH3:7].C1COCC1.[OH-].[Na+]>CO>[OH:27][C@H:17]1[CH2:18][CH2:19][C@@:20]2([CH3:21])[C:15](=[CH:14][CH:13]=[C:12]3[C@@H:22]2[CH2:23][CH2:24][C@@:25]2([CH3:26])[C@H:11]3[CH2:10][CH2:9][C@@H:8]2[C@H:6]([CH3:7])[CH2:5][CH2:4][C:3]([OH:30])=[O:2])[C:16]1([CH3:28])[CH3:29]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 69410815HCID 69410815, compound

Product 1

HCID 69411554HCID 69411554, compoundYield 6.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3β-Hydroxy-4,4-dimethylchola-5,7-dien-24-oic acid methyl ester (120 mg) is saponified in a mixture of 15 ml of methanol, 15 ml of THF and 0.7 ml of 1M sodium hydroxide at 50° C. After aqueous work-up and crystallisation from methanol, the title compound (7.6 mg) is isolated. Melting point: 210-213° C.

Workup

  1. customAfter aqueous work-up and crystallisation from methanol

Sources & evidence

ORD record
ord-bd3ad953477d472b8928ecae87a7ec7c
Source dataset
uspto-grants-2002_06
Patent number
US06407086B2

Reaction notes

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