Ethanol → HCID 70566253, compound

HRID 1395633Notes

Reaction equation

HRID 1395633 reaction equation
C([O:4][C@H:5]1[CH2:34][CH2:33][C@@:32]2([CH3:35])[C:7](=[CH:8][CH2:9][C@@H:10]3[C@@H:31]2[CH2:30][CH2:29][C@@:28]2([CH3:36])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[C@H:15]([CH3:27])[CH:16]([O:23][C:24](=[O:26])[CH3:25])[CH2:17][CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:6]1)(=O)C.C(O)C.C(=O)(O)[O-].[Na+]>O>[C:24]([O:23][CH:16]([C@H:15]([C@@H:14]1[C@:28]2([CH3:36])[C@H:11]([C@H:10]3[C@H:31]([CH2:30][CH2:29]2)[C@:32]2([CH3:35])[C:7]([CH2:6][C@@H:5]([OH:4])[CH2:34][CH2:33]2)=[CH:8][CH2:9]3)[CH2:12][CH2:13]1)[CH3:27])[CH2:17][CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])(=[O:26])[CH3:25]

Participants

5

Reactant 3

HCID 702EthanolHCID 516892Sodium BicarbonateHCID 70567211HCID 70567211, compound

Product 1

HCID 70566253HCID 70566253, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 1 part of 25-methylcholest-5-ene-3β,22-diol 3,22-diacetate in 40 parts of ethanol is added 5 parts of aqueous 5% sodium bicarbonate. The resultant mixture is heated and stirred at the boiling point under reflux for 21/2 hours, then diluted with an equal volume of water. The solid precipitate which eventuates is isolated by filtration, dried in air, and recrystallized from ethanol to give 25-methylcholest-5-ene-3β,22-diol 22-acetate melting at 210°-211.5°. The product has the formula ##STR16##

Workup

  1. temperatureunder reflux for 21/2 hours
  2. customThe solid precipitate which eventuates is isolated by filtration
  3. customdried in air
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-2ebdf417549841e7a39712527a10fd29
Source dataset
uspto-grants-1980_05
Patent number
US04205004

Reaction notes

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