(3S)-3-acetyloxy-4-bromobutanoic acid → (s)-3,4-Epoxybutyric acid calcium salt

HRID 1595030

Reaction equation

HRID 1595030 reaction equation
C([O:4][C@H:5]([CH2:10]Br)[CH2:6][C:7]([OH:9])=[O:8])(=O)C.[OH-].[Ca+2:13].[OH-]>O>[Ca+2:13].[O:4]1[CH2:10][C@@H:5]1[CH2:6][C:7]([O-:9])=[O:8].[O:4]1[CH2:10][C@@H:5]1[CH2:6][C:7]([O-:9])=[O:8]

Participants

4

Reactant 2

HCID 2733880(3S)-3-acetyloxy-4-bromobutanoic acidHCID 6093208Calcium Hydroxide

Product 1

HCID 88064562(s)-3,4-Epoxybutyric acid calcium salt

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of distilled water (10 ml), (S)-3-acetoxy-4-bromobutyric acid (0.9 g, 0.004 mol) and calcium hydroxide (0.45 g, 0.006 mol) was charged to 100 ml flask equipped with a thermometer, pH meter and agitator, and stirred at 0˜5° C. for 2 hours to give (S)-3,4-epoxybutyric acid calcium salt. It was confirmed by a NMR analysis that more than 99% (S)-3,4-epoxybutyric acid calcium salt was converted.

Workup

  1. customequipped with a thermometer

Sources & evidence

ORD record
ord-3cd726d5310a4858b73a2626db9c1e3d
Source dataset
uspto-grants-2001_09
Patent number
US06284902B1

Linked notes

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