Benzoyl chloride → HCID 18645595, compound

HRID 1493664Notes

Reaction equation

HRID 1493664 reaction equation
[CH3:1][C:2]1([CH3:30])[C@@H:26]([OH:27])[CH2:25][CH2:24][C@@:23]2([CH3:28])[C@H:3]1[CH2:4][CH:5]=[C:6]1[C@@H:22]2[CH2:21][CH2:20][C@@:19]2([CH3:29])[C@H:7]1[CH2:8][CH2:9][C@@H:10]2[C@H:11]([CH3:18])[CH2:12][CH2:13][CH2:14][CH:15]([CH3:17])[CH3:16].[C:31](Cl)(=[O:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>N1C=CC=CC=1>[C:31]([O:27][C@H:26]1[CH2:25][CH2:24][C@@:23]2([CH3:28])[C@@H:3]([CH2:4][CH:5]=[C:6]3[C@@H:22]2[CH2:21][CH2:20][C@@:19]2([CH3:29])[C@H:7]3[CH2:8][CH2:9][C@@H:10]2[C@H:11]([CH3:18])[CH2:12][CH2:13][CH2:14][CH:15]([CH3:17])[CH3:16])[C:2]1([CH3:1])[CH3:30])(=[O:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 54600764,4-Dimethylcholest-7-en-3-ol

Product 1

HCID 18645595HCID 18645595, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4,4-Dimethyl-5α-cholest-7-en-3β-ol [prepared according to J. Biol. Chem., 233:1343 (1958)]was converted to the title compound with benzoyl chloride in pyridine at ambient temperature for 18 hours. 3β-benzoyloxy-4,4-dimethyl-5α-cholest-7-ene had an mp of 160°-161° C. (from CH2Cl2/MeOH).

Sources & evidence

ORD record
ord-da4ee7ccae7241ff8f9d33bb620d7a4e
Source dataset
uspto-grants-1991_06
Patent number
US05023250

Reaction notes

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