2-Methylbenzaldehyde → HCID 54237564, compound

HRID 2214583Notes

Reaction equation

HRID 2214583 reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.Cl.[O:11]([NH2:13])[CH3:12]>>[CH3:12][O:11][N:13]=[CH:4][C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[CH3:1]

Participants

3

Reactant 2

HCID 107222-MethylbenzaldehydeHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 54237564HCID 54237564, compoundYield 96%

Procedure

Reaction of 2-methylbenzaldehyde with methoxylamine hydrochloride as described in the preparation of Compound 44-A gave the title oxime ether as a clear oil (96% yield). HPLC indicated a 95:5 mixture of E- to Z-isomers. 1HNMR 400 MHz (CDCl3) δ (ppm): (E-isomer) 2.44 (3H, s, CH3), 4.01 (3H, s, OCH3), 7.19–7.28 (3H, m, aromatics), 7.73 (1H, m, aromatic), 8.36 (1H, s, CH).

Sources & evidence

ORD record
ord-3d345b6d46ab48b8b2ff046dc6a23b46
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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