3-Fluorobenzylic alcohol → 3-Chloro-4-(3-fluorobenzyloxy)aniline

HRID 1829909Notes

Reaction equation

HRID 1829909 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([Cl:9])[CH:3]=1.[F:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=1)[CH2:14]O.ClC1C=C(N)C=CC=1OCC1C=CC=CN=1>>[Cl:9][C:4]1[CH:3]=[C:2]([NH2:1])[CH:7]=[CH:6][C:5]=1[O:8][CH2:14][C:13]1[CH:16]=[CH:17][CH:18]=[C:11]([F:10])[CH:12]=1

Participants

4

Reactant 3

HCID 680083-Fluorobenzylic alcoholHCID 775784-Amino-2-chlorophenolHCID 167812123-Chloro-4-(2-pyridylmethoxy)aniline

Product 1

HCID 70592633-Chloro-4-(3-fluorobenzyloxy)anilineYield 88.8%

Procedure

Compound 3A (1.65 g, 78%) was prepared from 4-amino-2-chloro-phenol (1.06 g, 7.38 mmol), 3-fluorobenzyl alcohol (2.4 g, 16.8 mmol) by a route analogous to that used for the preparation of 1C.

Sources & evidence

ORD record
ord-dda033e088c94611a5eedb7bd12db514
Source dataset
uspto-grants-2006_06
Patent number
US07064203B2

Reaction notes

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