4-Fluorophenol → HCID 69037206, compound

HRID 2251171Notes

Reaction equation

HRID 2251171 reaction equation
[F:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:8]=2[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[CH2:21](OC(=O)C1C=C([N+]([O-])=O)C=CC=1Cl)[CH3:22].FC1C=CC(O)=CC=1>>[CH2:21]([O:10][C:9](=[O:11])[C:8]1[CH:12]=[C:13]([N+:16]([O-:18])=[O:17])[CH:14]=[CH:15][C:7]=1[O:6][C:5]1[CH:19]=[CH:20][C:2]([F:1])=[CH:3][CH:4]=1)[CH3:22]

Participants

4

Reactant 3

HCID 97324-FluorophenolHCID 2774222ethyl 2-chloro-5-nitrobenzoateHCID 16784872HCID 16784872, compound

Product 1

HCID 69037206HCID 69037206, compound

Procedure

2-(4-Fluoro-phenoxy)-5-nitro-benzoic acid can be prepared by a similar method to that described in the literature (e.g. WO9938845) by reaction of 2-Chloro-5-nitro-benzoic acid ethyl ester [16588-17-3] with 4-Fluoro-phenol [371-35-7] yielding 2-(4-Fluoro-phenoxy)-5-nitro-benzoic acid ethyl ester. 2-(4-Fluoro-phenoxy)-5-nitro-benzoic acid ethyl ester can then be hydrolysed with sodium hydroxide for example to yield the title compound. MS (m/e): 276.1 (M+H+, 100%).

Sources & evidence

ORD record
ord-c7adc521d6e440dda2627801a3783a25
Source dataset
uspto-grants-2008_01
Patent number
US07319099B2

Reaction notes

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