Benzoyl chloride → HCID 69873486, compound

HRID 479321Notes

Reaction equation

HRID 479321 reaction equation
[OH:1][C@H:2]1[CH2:26][CH2:25][C@@:24]2([CH3:27])[C:4](=[CH:5][CH2:6][C@@H:7]3[C@@H:23]2[CH2:22][CH2:21][C@@:20]2([CH3:28])[C@H:8]3[CH2:9][CH:10]=[C:11]2[C@H:12]([CH3:19])[CH2:13][CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17])[C:3]1([CH3:30])[CH3:29].[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:1][C@H:2]1[CH2:26][CH2:25][C@@:24]2([CH3:27])[C:4](=[CH:5][CH2:6][C@@H:7]3[C@@H:23]2[CH2:22][CH2:21][C@@:20]2([CH3:28])[C@H:8]3[CH2:9][CH:10]=[C:11]2[C@H:12]([CH3:19])[CH2:13][CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17])[C:3]1([CH3:30])[CH3:29])(=[O:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 20599272HCID 20599272, compound

Product 1

HCID 69873486HCID 69873486, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 3βhydroxy-4,4-dimethylcholesta-5,16-diene (220 mg, 0.5 mmol) in pyridine (1.5 mL) at ice bath temperature was added benzoyl chloride (0.1 mL) and the whole stirred for 1.5 hours. Concentration under reduced pressure and purification of the residue by flash chromatography gave 3β-benzoyloxy-4,4-dimethylcholesta-5,16-diene (300 mg).

Workup

  1. concentrationConcentration
  2. customunder reduced pressure and purification of the residue by flash chromatography

Sources & evidence

ORD record
ord-a4b1f406ecb94f8385f94440d3590c1e
Source dataset
uspto-grants-2003_11
Patent number
US06645953B2

Reaction notes

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