4-Fluorobenzaldehyde → HCID 73855557, compound
Reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.Cl.[CH2:11]([O:15][NH2:16])[CH:12]([CH3:14])[CH3:13]>>[CH2:11]([O:15][N:16]=[CH:6][C:5]1[CH:8]=[CH:9][C:2]([F:1])=[CH:3][CH:4]=1)[CH:12]([CH3:14])[CH3:13]Participants
3
Procedure
Reaction of 4-fluorobenzaldehyde with O-isobutyl-hydroxylamine hydrochloride as described in the preparation of compound 3-A gave the title oxime ether as a clear oil after chromatography on silica gel (elution toluene-ethyl acetate 95:5), (77% yield). 1HNMR 400 MHz (CDCl3) δ (ppm): 0.98 (6H, d, J=6.5 Hz, CH3), 2.07 (1H, m, CH), 3.95 (2H, d, J=7.18 Hz, OCH2), 7.08 (2H, m, aromatics), 7.59 (2H, m, aromatics), 8.08 (1H, s, CH). Anal. calcd for C11H14FNO: C, 67.67; H, 7.22; N, 7.17. Found: C, 67.71; H, 7.32; N, 7.38.
Sources & evidence
- ORD record
- ord-dc9b686d2daa4d319e4901adc60b008a
- Source dataset
- uspto-grants-2004_08
- Patent number
- US06777440B2
Reaction notes
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