2-Chloro-4-fluorobenzaldehyde → 2-Chloro-4-fluoro-benzaldehyde o-methyloxime

HRID 1836528Notes

Reaction equation

HRID 1836528 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.Cl.[O:12]([NH2:14])[CH3:13]>>[CH3:13][O:12][N:14]=[CH:4][C:3]1[CH:6]=[CH:7][C:8]([F:10])=[CH:9][C:2]=1[Cl:1]

Participants

3

Reactant 2

HCID 1450242-Chloro-4-fluorobenzaldehydeHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 739889632-Chloro-4-fluoro-benzaldehyde o-methyloximeYield 93%

Procedure

Reaction of 2-chloro-4-fluoro-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 9:1 mixture of E- and Z-isomers. 1HNMR 400 MHz (CDCl3) δ (ppm): (E-isomer) 3.99 (3H, s, OCH3), 6.99 (1H, m, aromatic), 7.12 (1H, m, aromatic), 7.87 (1H, m, aromatic), 8.41 (1H, s, CH).

Sources & evidence

ORD record
ord-67c24acf34364e0f83da83f0a34eb8ad
Source dataset
uspto-grants-2004_08
Patent number
US06777440B2

Reaction notes

Loading…