Sodium Hydroxide → HCID 23391052, compound

HRID 1434476Notes

Reaction equation

HRID 1434476 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:31])[CH2:6][CH2:7][C@H:8]([C@@H:10]1[C@:27]2([CH3:28])[C@H:13]([C@H:14]3[C@H:24]([CH2:25][C:26]2=[O:29])[C@:22]2([CH3:23])[C@@H:17]([CH2:18][C@@H:19]([NH2:30])[CH2:20][CH2:21]2)[CH2:16][CH2:15]3)[CH2:12][CH2:11]1)[CH3:9]>CO>[NH2:30][C@H:19]1[CH2:20][CH2:21][C@@:22]2([CH3:23])[C@H:17]([CH2:16][CH2:15][C@@H:14]3[C@@H:24]2[CH2:25][C:26](=[O:29])[C@@:27]2([CH3:28])[C@H:13]3[CH2:12][CH2:11][C@@H:10]2[C@H:8]([CH3:9])[CH2:7][CH2:6][C:5]([OH:31])=[O:4])[CH2:18]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66966124HCID 66966124, compound

Product 1

HCID 23391052HCID 23391052, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
45 °C

Procedure

A 1 M solution of NaOH (6.6 mL; 6.6 mmol) was added dropwise to a solution of (3β,5β)-3-amino-12-oxocholan-24-oic acid methyl ester A (2.1 g; 5.1 mmol) in MeOH (15 mL) at 45° C. After 3 h stirring at 45° C., the mixture was concentrated to 25 mL then H2O (25 mL) and 1 M HCl (8 mL) were added. The precipitated solid was filtered, washed with H2O (2×30 mL) and vacuum dried to give B as a white solid (1.7 g; 4.4 mmol). Yield 88%.

Workup

  1. concentrationthe mixture was concentrated to 25 mL
  2. additionH2O (25 mL) and 1 M HCl (8 mL) were added
  3. filtrationThe precipitated solid was filtered
  4. washwashed with H2O (2×30 mL) and vacuum
  5. customdried
  6. customto give B as a white solid (1.7 g; 4.4 mmol)

Sources & evidence

ORD record
ord-d6cc402ac0ea4e0c80d43b7b05ecf9a3
Source dataset
uspto-grants-2009_11
Patent number
US07611692B2

Reaction notes

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