Triethyl phosphite → tert-Butyl 2-(diethoxyphosphoryl)propanoate

HRID 1913568Notes

Reaction equation

HRID 1913568 reaction equation
[C:1]([O:5][C:6](=[O:10])[CH:7](Br)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[P:11]([O:18]CC)([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14]>>[C:1]([O:5][C:6](=[O:10])[CH:7]([P:11]([O:15][CH2:16][CH3:17])([O:12][CH2:13][CH3:14])=[O:18])[CH3:8])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 545327tert-Butyl 2-bromopropanoate

Product 1

HCID 11644679tert-Butyl 2-(diethoxyphosphoryl)propanoateYield 108.1%

Conditions

Temperature
110 °C

Procedure

2-Bromo-propanoic acid tert-butyl ester (17.4 g, 83 mmol) and triethyl phosphite (14.5 g, 87 mmol) were mixed, and the mixture was stirred at 110° C. overnight. The reaction mixture was dried under reduced pressure to give the title compound (23.9 g).

Workup

  1. customThe reaction mixture was dried under reduced pressure

Sources & evidence

ORD record
ord-02939b96b51c4625a15fc0ba2a5ca45c
Source dataset
uspto-grants-2013_12
Patent number
US08609715B2

Reaction notes

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