2-(4-Methoxyphenyl)-3-methylbutanoic acid → alpha-Fluoro-3-phenoxybenzyl alpha-isopropyl-(4-methoxyphenyl)acetate
Reaction equation
[CH:1]([CH:4]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1)[C:5]([OH:7])=[O:6])([CH3:3])[CH3:2].[F:16][CH:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([O:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:19]=1>>[CH:1]([CH:4]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1)[C:5]([O:7][CH:17]([F:16])[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([O:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:19]=1)=[O:6])([CH3:3])[CH3:2]Participants
3
Procedure
This compound was prepared from α-isopropyl-(4-methoxyphenyl)acetic acid and α-fluoro-3-phenoxybenzylbromide following the procedure described in Example 2 Method B. The product, a colourless oil, was characterised by pmr spectroscopy. Chemical shift δppm (solvent CDCl3): 0.72 (3H, d, J=6 Hz, CH3); 1.06 (3H, d of d, J=6 Hz and J=2 Hz, CH3); about 2.25 (1H, m, --CH(CH3)2); 3.17 (1H, d, J=10 Hz, CH); 3.76 (3H, s, CH3O); 7.18 (1H, d of d, J=56 Hz and J=2 Hz, CHF); about 7.2 (13H, m, aromatic protons).
Sources & evidence
- ORD record
- ord-135e99a3dba74dae8986303181da10f0
- Source dataset
- uspto-grants-1983_03
- Patent number
- US04376784
Reaction notes
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