O-Methylhydroxylamine hydrochloride → 4-Fluoro-2-trifluoromethyl-benzaldehyde o-methyloxime
Reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1.Cl.[O:15]([NH2:17])[CH3:16]>>[CH3:16][O:15][N:17]=[CH:6][C:5]1[CH:8]=[CH:9][C:2]([F:1])=[CH:3][C:4]=1[C:10]([F:13])([F:12])[F:11]Participants
3
Procedure
Reaction of 4-fluoro-2-trifluoromethyl-benzaldehyde with methoxylamine hydrochloride as described in the preparation of compound 3-A gave the title oxime ether as a clear oil (93% yield). 1HNMR indicated a 92:8 mixture of E- and Z-isomers. 1HNMR 400 MHz (CDCl3) δ (ppm): (E-isomer) 4.00 (3H, s, OCH3), 7.25 (1H, m, aromatic), 7.37 (1H, m, aromatic), 8.08 (1H, m, aromatic), 8.36 (1H, broad s, CH).
Sources & evidence
- ORD record
- ord-258277879d1f42998b86922e584987e9
- Source dataset
- uspto-grants-2004_08
- Patent number
- US06777440B2
Reaction notes
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