Tert-Butylamine → (s)-3,4-Epoxybutyric acid t-butylamine salt

HRID 1356572

Reaction equation

HRID 1356572 reaction equation
C([O:4][C@H:5]([CH2:10]Br)[CH2:6][C:7]([OH:9])=[O:8])(=O)C.[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13]>O>[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13].[O:4]1[CH2:10][C@@H:5]1[CH2:6][C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 2733880(3S)-3-acetyloxy-4-bromobutanoic acid

Product 1

HCID 9793997(s)-3,4-Epoxybutyric acid t-butylamine 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 t-butylamine (88 g, 1.2 mol). The reaction mixture was stirred at 0˜5° C. for 2 hours to afford (S)-3,4-epoxybutyric acid t-butylamine 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-3d311cd42cd64f849aa1b1f07392e6bf
Source dataset
uspto-grants-2003_07
Patent number
US06586616B1

Linked notes

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