Diethyl (2-hydroxyethyl)phosphonate → Diethyl 2-[[5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrophenoxy]acetoxy]-ethylphosphonate

HRID 414650Notes

Reaction equation

HRID 414650 reaction equation
[Cl:1][C:2]1[CH:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:16]([O-:18])=[O:17])=[C:9]([CH:15]=1)[O:10][CH2:11][C:12](Cl)=[O:13].[OH:27][CH2:28][CH2:29][P:30](=[O:37])([O:34][CH2:35][CH3:36])[O:31][CH2:32][CH3:33]>>[Cl:1][C:2]1[CH:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:16]([O-:18])=[O:17])=[C:9]([CH:15]=1)[O:10][CH2:11][C:12]([O:27][CH2:28][CH2:29][P:30](=[O:37])([O:31][CH2:32][CH3:33])[O:34][CH2:35][CH3:36])=[O:13]

Participants

3

Reactant 2

HCID 312225Diethyl (2-hydroxyethyl)phosphonateHCID 212815435-(o-Chloro-p-trifluoromethyl-phenoxy)-2-nitrophenoxy-acetyl chloride

Product 1

HCID 21281502Diethyl 2-[[5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrophenoxy]acetoxy]-ethylphosphonate

Procedure

by using 5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrophenoxy-acetyl chloride and diethyl 2-hydroxyethylphosphonate there is obtained diethyl 2-[[5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrophenoxy]acetoxy]-ethylphosphonate, 1H-NMR (CDCl3, 400 MHz) 7.96 ppm (d, 1H), 7.80 ppm (d, 1H), 7.59 ppm (q, 1H), 7.21 ppm (d, 1H), 6.71 ppm (d, 1H), 6.52 ppm (q, 1H), 4.78 ppm (s, 2H), 4.45 ppm (m, 2H), 4.12 ppm (m, 4H), 2.17 ppm (m, 2H), 1.33 ppm (tt, 6H);

Sources & evidence

ORD record
ord-d68d410ad66a4f1d89df103b9b2d45cc
Source dataset
uspto-grants-1988_12
Patent number
US04792616

Reaction notes

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