p-Toluenesulfonic acid → HCID 85054662, compound

HRID 1265188Notes

Reaction equation

HRID 1265188 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[CH:7]=O)[CH3:2].[CH:14]1([NH:20][OH:21])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:7]=[N+:20]([CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[O-:21])[CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[CH3:2]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 72935CyclohexylhydroxylamineHCID 2447283-Ethoxy-4-methoxybenzaldehyde

Product 1

HCID 85054662HCID 85054662, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 3-ethoxy-4-methoxybenzaldehyde (1 eq.) in benzene was refluxed with N-cyclohexylhydroxylamine (1.3 eq.) in the presence of p-toluenesulfonic acid (0.1 eq.) for 72 h. The title compound was isolated in 57% yield as a solid, m.p. 113.5° C.

Sources & evidence

ORD record
ord-c68cb2c6ca994d3aacdfe5ee1a2ee5ad
Source dataset
uspto-grants-2003_04
Patent number
US06545056B1

Reaction notes

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