Acetone → HCID 86739535, compound

HRID 1462320Notes

Reaction equation

HRID 1462320 reaction equation
C([O:3][C@@H:4]1[CH2:32][CH2:31][C@@:30]2([CH3:33])[C@H:6]([CH2:7][C:8](=[O:35])[C@@H:9]3[C@@H:29]2[CH2:28][CH2:27][C@@:26]2([CH3:34])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C@H:14]([CH3:25])[CH2:15][CH2:16][C:17]([NH:19][C:20]([CH3:24])([CH3:23])[CH2:21][OH:22])=[O:18])[CH2:5]1)=O.CC(C)=O.[OH-].[Na+]>O>[OH:3][C@@H:4]1[CH2:32][CH2:31][C@@:30]2([CH3:33])[C@H:6]([CH2:7][C:8](=[O:35])[C@@H:9]3[C@@H:29]2[CH2:28][CH2:27][C@@:26]2([CH3:34])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C@H:14]([CH3:25])[CH2:15][CH2:16][C:17]([NH:19][C:20]([CH3:24])([CH3:23])[CH2:21][OH:22])=[O:18])[CH2:5]1

Participants

5

Reactant 3

HCID 180AcetoneHCID 14798Sodium HydroxideHCID 86739536HCID 86739536, compound

Product 1

HCID 86739535HCID 86739535, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 10 grams of 2-(3α-formyloxy-7-keto-5β-cholan-24-amido)-2-methyl-1-propanol in 300 ml. of acetone was added dropwise, 200 ml. of 0.2N sodium hydroxide over a period of 30 minutes and the mixture was then permitted to stand for 1 hour. One liter of water was added to yield white crystals which were then filtered washed with water, dried and recrystallized from chloroform-acetone to obtain 2-(3α-hydroxy-7-keto-5β-cholan-24-amido)-2-methyl-1-propanol.

Workup

  1. customto yield white crystals which
  2. filtrationwere then filtered
  3. washwashed with water
  4. customdried
  5. customrecrystallized from chloroform-acetone

Sources & evidence

ORD record
ord-ae244b9e130b4d9ca3d73b2b9ab38b03
Source dataset
uspto-grants-1984_07
Patent number
US04460509

Reaction notes

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