5-(Chloromethyl)-1-fluoro-3-methoxy-2-nitrobenzene → Diethyl (3-fluoro-5-methoxy-4-nitrobenzyl)phosphonate

HRID 511349Notes

Reaction equation

HRID 511349 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:23]=[C:24]([O:32][CH3:33])[C:25]([N+:29]([O-:31])=[O:30])=[C:26]([F:28])[CH:27]=1>>[F:28][C:26]1[CH:27]=[C:22]([CH:23]=[C:24]([O:32][CH3:33])[C:25]=1[N+:29]([O-:31])=[O:30])[CH2:21][P:6](=[O:13])([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 672544755-(Chloromethyl)-1-fluoro-3-methoxy-2-nitrobenzene2×HCID 86654007Diethyl 3-chloro-4-nitrobenzylphosphonate

Product 1

HCID 86654023Diethyl (3-fluoro-5-methoxy-4-nitrobenzyl)phosphonate

Procedure

The title compound was prepared using the procedure from Compound 104C (Diethyl (3-chloro-4-nitrobenzyl)phosphonate) with 5-(chloromethyl)-1-fluoro-3-methoxy-2-nitrobenzene (Compound 146C). 1H NMR (CDCl3, 400 MHz): δ=1.31 (t, J=7.07 Hz, 6 H), 3.11-3.18 (m, 2 H), 3.94 (s, 3 H), 4.07-4.13 (m, 4 H), 6.77 (dt, J=9.79, 1.93 Hz, 1 H), 6.82 (s, 1 H).

Sources & evidence

ORD record
ord-08d8cc7397504302af4b88603decb05a
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

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