Sodium Hydroxide → HCID 15574578, compound

HRID 1759316Notes

Reaction equation

HRID 1759316 reaction equation
[OH-].[Na+].[P:3]([O-:8])([O:6][CH3:7])[O:4][CH3:5].[CH2:9]([O:13][C:14](=[O:17])[CH:15]=[O:16])[CH2:10][CH2:11][CH3:12]>>[CH2:9]([O:13][C:14](=[O:17])[CH:15]([P:3]([O:6][CH3:7])([O:4][CH3:5])=[O:8])[OH:16])[CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 80521Butyl oxoacetateHCID 21884954Dimethylphosphite

Product 1

HCID 15574578HCID 15574578, compoundYield 70%

Procedure

1.5 ml of a saturated methanolic sodium hydroxide solution are allowed to run rapidly into 22 g of dimethyl phosphite and 26 g of glyoxylic acid butyl ester. The reaction which proceeds is highly exothermic. The mixture is subsequently stirred at 25° for some hours and worked up by distillation to give 33.6 g of dimethoxyphosphinylhydroxy-acetic acid butyl ester (yield: 70%). Boiling point 0.05 : 75°-82° C. (thin film evaporator). 1H-NMR (CDCl3): δ=0.93 (3H, t, J=5 Hz, CH3), 3.86 (6H, d, J=11 Hz, CH3O), 4.23 (2H, t, J=6 Hz, OCH2) and 4.63 ppm (1H, d, J=18 Hz, P-CH)

Workup

  1. customThe reaction which
  2. distillationworked up by distillation

Sources & evidence

ORD record
ord-38d51bddec4648fb935d8d615accc5c5
Source dataset
uspto-grants-1982_07
Patent number
US04340599

Reaction notes

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