Triethyl phosphite → Diethyl 4-fluorophenylthiomethylphosphonate

HRID 2058145Notes

Reaction equation

HRID 2058145 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9]Cl)=[CH:4][CH:3]=1.[CH2:11]([O:13][P:14]([O:18]CC)[O:15][CH2:16][CH3:17])[CH3:12]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][P:14](=[O:18])([O:15][CH2:16][CH3:17])[O:13][CH2:11][CH3:12])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 201613421-[(Chloromethyl)thio]-4-fluorobenzene

Product 1

HCID 23349659Diethyl 4-fluorophenylthiomethylphosphonateYield 95.7%

Procedure

This compound was prepared in the manner of Example 3.B., using 59.3 grams (0.34 mole) of 4-fluorophenylthiomethyl chloride and 71.3 grams (0.43 mole) of triethylphosphite. The residue was distilled under reduced pressure to give 89.4 grams (95.7%) of diethyl 4-fluorophenylthiomethylphosphonate; b.p. 147° C./0.6 mm.

Workup

  1. customThis compound was prepared in the manner of Example 3.B
  2. distillationThe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-716ea7b204af4fdebff806795bf5337c
Source dataset
uspto-grants-1980_07
Patent number
US04215069

Reaction notes

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