Triethylamine → (s)-3,4-Epoxybutyric acid triethylamine salt

HRID 1356570

Reaction equation

HRID 1356570 reaction equation
C([O:4][C@H:5]([CH2:10]Br)[CH2:6][C:7]([OH:9])=[O:8])(=O)C.[CH2:12]([N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[CH3:13]>O>[CH2:12]([N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[CH3:13].[O:4]1[CH2:10][C@@H:5]1[CH2:6][C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 2733880(3S)-3-acetyloxy-4-bromobutanoic acid

Product 1

HCID 86757347(s)-3,4-Epoxybutyric acid triethylamine salt

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 2 l of three-necked flask equipped with thermometer, pH meter and mechanical stirrer were charged distilled water (1 l), (S)-3-acetoxy-4-bromobutyric acid (90 g, 0.4 mol) and triethylamine (12 g, 1.2 mol). The reaction mixture was stirred at 0˜5° C. for 2 hours to afford (S)-3,4-epoxybutyric acid triethylamine salt. Over 99% of conversion was detected by NMR.

Workup

  1. customTo a 2 l of three-necked flask equipped with thermometer,
  2. additionwere charged

Sources & evidence

ORD record
ord-81ea3e1244fb4d60a8513a2d0dbc41d1
Source dataset
uspto-grants-2003_07
Patent number
US06586616B1

Linked notes

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