Hexamethyldisilazane → HCID 178454809, compound

HRID 2108219Notes

Reaction equation

HRID 2108219 reaction equation
[CH2:1]([O:5][P:6]([O-:8])[O-:7])[CH2:2][CH2:3][CH3:4].C[Si](C)(C)N[Si](C)(C)C.[C:18]([O:21][C@@H:22]([CH3:26])[C:23](Cl)=[O:24])(=[O:20])[CH3:19]>>[PH:6](=[O:8])([O:7][C:23](=[O:24])[C@@H:22]([O:21][C:18](=[O:20])[CH3:19])[CH3:26])[O:5][CH2:1][CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 3

HCID 13838HexamethyldisilazaneHCID 11094804(1S)-2-Chloro-1-methyl-2-oxoethyl acetateHCID 21884977HCID 21884977, compound

Product 1

HCID 178454809HCID 178454809, compoundYield 109.9%

Conditions

Temperature
15 °C

Procedure

A mixture of di-ter.butylphosphite (2.13 g; 0.11 mol) and hexamethyldisilazane (8.87 g; 0.055 mol) was kept under nitrogen at 100° C. for 2 hours. The mixture was slowly cooled at 15° C. 2(S)-acetoxypropionyl chloride (15.0 g; 0.1 mol) was added under nitrogen at 15° C. in 15 minutes, thereafter the low-boiling compounds were removed by distillation under vacuum (20°-30° C./10 mmHg). Di-ter.butyl 2(S)-acetoxypropionyl phosphonate (27.72 g) was thereby obtained as oil.

Workup

  1. additionA mixture of di-ter
  2. customthe low-boiling compounds were removed by distillation under vacuum (20°-30° C./10 mmHg)

Sources & evidence

ORD record
ord-fd5bddcbe746480c8d33418ce52af8bb
Source dataset
uspto-grants-1990_06
Patent number
US04937367

Reaction notes

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