4-Fluoroaniline → HCID 51776821, compound

HRID 1389353Notes

Reaction equation

HRID 1389353 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.Br[CH:10]([CH:14]([CH3:16])[CH3:15])[C:11]([OH:13])=[O:12].O(C1C=C(C=CC=1)CBr)C1C=CC=CC=1>>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C@H:10]([C:11]([OH:13])=[O:12])[CH:14]([CH3:16])[CH3:15])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 97314-FluoroanilineHCID 112682-Bromoisovaleric acidHCID 945441-(Bromomethyl)-3-phenoxybenzene

Product 1

HCID 51776821HCID 51776821, compound

Procedure

The acid, N-(4-fluorophenyl)valine is prepared as above from 4-fluoroaniline and α-bromoisovaleric acid and then reacted with m-phenoxybenzyl bromide, as above, to yield the m-phenoxybenzyl ester of N-(4-fluorophenyl)valine. nmr (CDCl3) δ centered at 0.90 [m, 6, (CH3)2CH], 2.0 [m, 1, (CH3)2CH], 3.80 ##STR23## and 5.15 ppm (s, 2, ArCH2O). IR (film) 3400 m-1 (NH).

Sources & evidence

ORD record
ord-5530d14b80de4bceb9847b450dc6b616
Source dataset
uspto-grants-1981_01
Patent number
US04243819

Reaction notes

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