alpha-Bromo-o-fluorotoluene → Diethyl 2-Fluorobenzylphosphonate

HRID 2362416Notes

Reaction equation

HRID 2362416 reaction equation
F[C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[CH2:5][P:6](=[O:13])([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9].BrCC1C=CC=CC=1[F:25]>>[F:25][C:14]1[CH:15]=[CH:16][CH:2]=[CH:3][C:4]=1[CH2:5][P:6](=[O:13])([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 67968alpha-Bromo-o-fluorotolueneHCID 11311157Diethyl 3-fluorobenzylphosphonate

Product 1

HCID 11207329Diethyl 2-Fluorobenzylphosphonate

Procedure

Prepared according to the method used to prepare diethyl 3-fluorobenzylphosphonate starting with 1-(bromomethyl)-2-fluorobenzene. 1H NMR (CDCl3) δ: 7.36 (t, J=7.5 Hz, 1H), 7.19-7.25 (m, 1H), 7.07-7.13 (m, 1H), 7.04 (t, J=9.2 Hz, 1H), 3.99-4.08 (m, 4H), 3.15-3.24 (m, 2H), 1.25 (td, J=7.0, 0.9 Hz, 6H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4f4176b08eab4624a600e7fd69d74502
Source dataset
uspto-grants-2014_04
Patent number
US08691821B2

Reaction notes

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