Methyl Chloride → HCID 13841493, compound

HRID 1649352Notes

Reaction equation

[P:1]([O:6][CH3:7])([O:4][CH3:5])[O:2]C.[Cl:8][C:9]1[CH:21]=[CH:20][C:12]([O:13][C:14]([CH3:19])([CH3:18])[C:15](Cl)=[O:16])=[CH:11][CH:10]=1.CCl>>[Cl:8][C:9]1[CH:21]=[CH:20][C:12]([O:13][C:14]([CH3:18])([CH3:19])[C:15]([P:1](=[O:2])([O:6][CH3:7])[O:4][CH3:5])=[O:16])=[CH:11][CH:10]=1

Participants

Reactant 3

HCID 6327Methyl Chloride

HCID 8472Trimethyl phosphite

HCID 27813122-(4-Chlorophenoxy)-2-methylpropanoyl chloride

Product 1

HCID 13841493HCID 13841493, compoundYield 72.1%

Conditions

Temperature: 0 °C

Procedure

An amount of 10.6 g (86 mmol) of trimethyl phosphite was added dropwise to 20.0 g (86 mmol) of p-chlorophenoxyisobutyryl chloride cooled to 0° C. As verification of the reaction, evolution of methyl chloride could be observed. Distillation under reduced pressure gave 19.0 g (62 mmol) of dimethyl p-chlorophenoxyisobutyrylphosphonate as an almost colorless oil.

Workup

distillationDistillation under reduced pressure

Sources & evidence

ORD record: ord-dabc7c0dbfa54c1882c74d4d9ceef6d2
Source dataset: uspto-grants-1983_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04416877

Reaction notes

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