1-(Chloromethyl)-2-fluoro-3-methoxy-4-nitrobenzene → Diethyl (2-fluoro-3-methoxy-4-nitrobenzyl)phosphonate

HRID 511357Notes

Reaction equation

HRID 511357 reaction equation
ClC1C=C(C=CC=1[N+]([O-])=O)C[P:6](=[O:13])([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9].Cl[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[C:24]([O:31][CH3:32])[C:23]=1[F:33]>>[F:33][C:23]1[C:24]([O:31][CH3:32])=[C:25]([N+:28]([O-:30])=[O:29])[CH:26]=[CH:27][C:22]=1[CH2:21][P:6](=[O:13])([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 672549481-(Chloromethyl)-2-fluoro-3-methoxy-4-nitrobenzene2×HCID 86654007Diethyl 3-chloro-4-nitrobenzylphosphonate

Product 1

HCID 86654025Diethyl (2-fluoro-3-methoxy-4-nitrobenzyl)phosphonate

Procedure

The title compound was prepared using the procedure from Compound 104C (Diethyl (3-chloro-4-nitrobenzyl)phosphonate) with 1-(chloromethyl)-2-fluoro-3-methoxy-4-nitrobenzene (Compound 147C). 1H NMR (CDCl3, 400 MHz): δ=1.28-1.32 (m, 6 H), 3.19-3.31 (m, 2 H), 7.14-7.22 (m, 1 H), 7.54-7.61 (m, 1 H). MS (ES+): m/z 322.08 [MH+] (TOF, polar).

Sources & evidence

ORD record
ord-44f8e5b6c0084360ab0d823d74eb645a
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

Loading…