Sodium Acetate → HCID 68129357, compound

HRID 1658869Notes

Reaction equation

HRID 1658869 reaction equation
[C:1]([O:4][C@@H:5]1[C@@:29]2([CH3:30])[CH:9]([CH:10]=[CH:11][C@@H:12]3[C@@H:28]2[CH2:27][CH2:26][C@@:25]2([CH3:31])[C@H:13]3[CH2:14][CH2:15][C@@H:16]2[C@H:17]([CH3:24])[CH2:18][CH2:19][CH2:20][CH:21]([CH3:23])[CH3:22])[CH2:8][C@@H:7]([O:32][C:33](=[O:35])[CH3:34])[CH2:6]1)(=[O:3])[CH3:2].C([O-])(=[O:38])C.[Na+]>C(O)(C)(C)C>[C:1]([O:4][C@@H:5]1[C@@:29]2([CH3:30])[C:9](=[CH:10][C:11](=[O:38])[C@@H:12]3[C@@H:28]2[CH2:27][CH2:26][C@@:25]2([CH3:31])[C@H:13]3[CH2:14][CH2:15][C@@H:16]2[C@H:17]([CH3:24])[CH2:18][CH2:19][CH2:20][CH:21]([CH3:22])[CH3:23])[CH2:8][C@@H:7]([O:32][C:33](=[O:35])[CH3:34])[CH2:6]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 54209864HCID 54209864, compound

Product 1

HCID 68129357HCID 68129357, compoundYield 114.7%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

A solution of 0.3 g of 1α,3β-diacetoxycholest-6-ene in 30 ml tert-butanol was treated with 0.3 g mercuric bromide and 0.03 g sodium acetate. The stirred mixture was irradiated with light of 254 nm wavelength at room temperature during 5 hours. After filtration and extraction with 300 ml hexane, there was obtained a quantity of 0.21 g of 1α,3β-diacetoxycholest-5-en-7-one. M.P. = 121°-122°C.

Workup

  1. customThe stirred mixture was irradiated with light of 254 nm wavelength at room temperature during 5 hours
  2. filtrationAfter filtration and extraction with 300 ml hexane

Sources & evidence

ORD record
ord-f4faf0634224442898bb815e43404b04
Source dataset
uspto-grants-1976_06
Patent number
US03966777

Reaction notes

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