Sodium Hydroxide → 86023-87-2

HRID 1779944Notes

Reaction equation

HRID 1779944 reaction equation
Br[C@H:2]1[C:28](=[O:29])[C@@:27]2([CH3:30])[C@@H:13]([CH2:14][C@@H:15]3[O:20][C@@:19]4([O:26][CH2:25][C@H:23]([CH3:24])[CH2:22][CH2:21]4)[C@@H:17]([CH3:18])[C@@H:16]32)[C@H:12]2[C@H:3]1[C@:4]1([CH3:32])[C@@H:9]([CH2:10][CH2:11]2)[CH2:8][C@@H:7]([OH:31])[CH2:6][CH2:5]1.[OH-:33].[Na+]>O>[CH3:18][C@@H:17]1[C@:19]2([O:26][CH2:25][C@H:23]([CH3:24])[CH2:22][CH2:21]2)[O:20][C@H:15]2[CH2:14][C@@H:13]3[C@@:27]([CH3:30])([C@@H:16]12)[C@H:28]([OH:29])[C:2](=[O:33])[C@H:3]1[C@H:12]3[CH2:11][CH2:10][C@@H:9]2[C@:4]1([CH3:32])[CH2:5][CH2:6][C@H:7]([OH:31])[CH2:8]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10673254HCID 10673254, compound

Product 1

HCID 15891086023-87-2

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
83 °C

Procedure

A glass lined reactor was charged with 12.4 Kg of (3β,5α,11β,25R)-11-bromospirostan-3-ol-12-one (24.34 mole), 33 gallons of 33 gallons of water and 7.5 Kg (189 mole, 7.75 eq) of sodium hydroxide pellets. The reaction was heated to reflux over 1.5 hours, maintained at reflux for 4.5 hours (pot temperature was 83° C.), then cooled to room temperature. TLC at this point indicated complete reaction.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux over 1.5 hours
  3. temperaturemaintained
  4. temperaturecooled to room temperature
  5. customreaction

Sources & evidence

ORD record
ord-988579d585984cc5a212fa7df1bf70d0
Source dataset
uspto-grants-1997_05
Patent number
US05629295

Reaction notes

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