Potassium Acetate → HCID 67791401, compound

HRID 1729482Notes

Reaction equation

Br[CH2:2][C:3](=[O:27])[C@:4]1([OH:26])[C@:21]2([CH3:22])[C@H:7]([C@H:8]3[C@H:18]([C:19](=[O:23])[CH2:20]2)[C@:16]2([CH3:17])[C:11](=[CH:12][C:13](=[O:24])[CH2:14][CH2:15]2)[CH2:10][CH2:9]3)[CH2:6][C@@H:5]1[CH3:25].[C:28]([O-:31])(=[O:30])[CH3:29].[K+]>>[C:28]([O:31][CH2:2][C:3](=[O:27])[C@:4]1([OH:26])[C@:21]2([CH3:22])[C@H:7]([C@H:8]3[C@H:18]([C:19](=[O:23])[CH2:20]2)[C@:16]2([CH3:17])[C:11](=[CH:12][C:13](=[O:24])[CH2:14][CH2:15]2)[CH2:10][CH2:9]3)[CH2:6][C@@H:5]1[CH3:25])(=[O:30])[CH3:29]

Participants

Reactant 2

HCID 517044Potassium Acetate

HCID 86748017HCID 86748017, compound

Product 1

HCID 67791401HCID 67791401, compoundYield 92%

Procedure

The suspension of 21-bromo-17α-hydroxy-16β-methyl-4-pregnene-3,11,20-trione is heated under agitation with 61.74 g of potassium acetate and for 90 minutes to 50° C. Then the methanol is extensively removed by distillation, the reaction mixture is allowed to cool down to room temperature, the reaction product is suctioned off, washed with water, and dried under vacuum at 50° C., thus obtaining 42.9 g of 21-acetoxy-17α-hydroxy-16β-methyl-4-pregnene-3,11,20-trione, mp 214°-219° C. Yield=92% of theory. Product purity 93.8%.

Workup

customThen the methanol is extensively removed by distillation
washwashed with water
customdried under vacuum at 50° C.

Sources & evidence

ORD record: ord-815b075179c3452699952dc519f7d7a6
Source dataset: uspto-grants-1994_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05332847

Reaction notes

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