Triethyl phosphite → Diethyl 2-(trifluoromethyl)benzylphosphonate

HRID 1463571Notes

Reaction equation

HRID 1463571 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5]Cl.[P:13]([O:20]CC)([O:17][CH2:18][CH3:19])[O:14][CH2:15][CH3:16]>>[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][P:13](=[O:20])([O:17][CH2:18][CH3:19])[O:14][CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 890281-(Chloromethyl)-2-(trifluoromethyl)benzene

Product 1

HCID 15818095Diethyl 2-(trifluoromethyl)benzylphosphonate

Conditions

Temperature
160 °C

Procedure

A mixture of 2-trifluoromethylbenzyl chloride (2.0 g, 10.0 mmol) and triethyl phosphite (2.13 g, 13 mmol) was heated at 160° C. under nitrogen for 3 hours. The excess triethyl phosphite was removed by distillation and the crude product obtained was distilled at 87°-90° C. (0.05 mm Hg) and isolated as a colorless oil; yield, 1.68 g, 56.8%; D.C.I.M.S.[MH+,297].

Workup

  1. customThe excess triethyl phosphite was removed by distillation

Sources & evidence

ORD record
ord-9e9b2e9112364cb7bda763450ab8968b
Source dataset
uspto-grants-1994_04
Patent number
US05300687

Reaction notes

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