Trimethyl phosphite → Phosphinecarboxylic acid, dimethoxy-, phenyl ester, oxide

HRID 485287Notes

Reaction equation

C[O:2][P:3]([O:6][CH3:7])[O:4][CH3:5].[C:8]1([O:14][C:15](Cl)=[O:16])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[O:14]([C:15]([P:3](=[O:2])([O:6][CH3:7])[O:4][CH3:5])=[O:16])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

Reactant 2

HCID 8472Trimethyl phosphite

HCID 15891Phenyl chloroformate

Product 1

HCID 512118Phosphinecarboxylic acid, dimethoxy-, phenyl ester, oxide

Procedure

From 10.0 ml (85 mmole) of trimethylphosphite and 10.0 g (64 mmole) of phenylchloroformate (100°, 2 hours). Yield 11.0 g (75%). B.p.0.5 125°-7°, nD25 1.4907. NMR (CDCl3)δ: 3.90 and 4.09 (CH3), 7.10-7.60 (C6H5).

Workup

customB.p.0.5 125°-7°

Sources & evidence

ORD record: ord-ad72c8d50aee4e63899f15feb53ef012
Source dataset: uspto-grants-1985_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04536400

Reaction notes

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