O-Methylhydroxylamine hydrochloride → HCID 73988964, compound

HRID 2181115Notes

Reaction equation

HRID 2181115 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][C:3]=1[CH3:10].Cl.[O:12]([NH2:14])[CH3:13]>>[CH3:13][O:12][N:14]=[CH:6][C:5]1[CH:8]=[CH:9][C:2]([F:1])=[C:3]([CH3:10])[CH:4]=1

Participants

3

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 27348744-Fluoro-3-methylbenzaldehyde

Product 1

HCID 73988964HCID 73988964, compound

Procedure

Reaction of 4-fluoro-3-methyl-benzaldehyde with methoxylamine hydrochloride as described in the preparation of compound 1-A gave the title oxime ether as a clear oil after chromatography on silica gel (elution hexane-ethyl acetate 8:2) (100% yield). 1HNMR indicated a 9:1 mixture of E- and Z-isomers. 1HNMR 400 MHz (CDCl3) δ (ppm): (E-isomer) 2.29 (3H, broad s, CH3), 3.96 (3H, s, OCH3), 7.0 (1H, m, aromatic), 7.34 (1H, m, aromatic), 7.4 (1H, m, aromatic), 8.0 (1H, s, CH).

Sources & evidence

ORD record
ord-5dff57ef9f5d42ac8f684b6db582e926
Source dataset
uspto-grants-2005_05
Patent number
US06890942B2

Reaction notes

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