1-(Bromomethyl)-3-phenoxybenzene → 3-Phenoxybenzyl alpha-fluoro-alpha-isopropylphenylacetate
Reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH2:11]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:16][C:17]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)([CH:21]([CH3:23])[CH3:22])[C:18]([OH:20])=[O:19].C(C(C1C=CC(Cl)=CC=1)C(OC(F)C1C=CC=C(OC2C=CC=CC=2)C=1)=O)(C)C>>[F:16][C:17]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)([CH:21]([CH3:23])[CH3:22])[C:18]([O:20][CH2:11][C:10]1[CH:13]=[CH:14][CH:15]=[C:8]([O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:9]=1)=[O:19]Participants
4
Procedure
This compound was prepared from 3-phenoxybenzyl bromide and α-fluoro-α-isopropylphenylacetic acid following the method used in Example 2 Method B for the preparation of α-fluoro-3-phenoxybenzyl α-isopropyl-4-chlorophenylacetate. The product, a colourless oil, was characterised by pmr spectroscopy. Chemical shift ppm (solvent CDCl3): 0.69(3H, d, J=6 Hz, CH3); 1.05 (3H, d of d, J=6 Hz and J=2 Hz, CH3); 2.34(1H, m, CH(CH3)2); 3.27 (1H, d, J=10 Hz, CH); 7.17(1H, d of d, J=56 Hz and J=2 Hz, CHF) and c. 7.20(14H, m, aromatic protons).
Sources & evidence
- ORD record
- ord-92b6fd9b7dee4459837ae2b55880cb16
- Source dataset
- uspto-grants-1983_03
- Patent number
- US04376784
Reaction notes
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