p-Toluenesulfonic acid → 2-(Benzylimino-methyl)-4-methoxy-phenol

HRID 2304281Notes

Reaction equation

HRID 2304281 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=O.[CH2:12]([NH2:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(N=CC1C=CC=CC=1O)C1C=CC=CC=1>>[CH2:12]([N:19]=[CH:4][C:3]1[CH:6]=[C:7]([O:10][CH3:11])[CH:8]=[CH:9][C:2]=1[OH:1])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 4

HCID 6101p-Toluenesulfonic acidHCID 7504BenzylamineHCID 71643NorletimolHCID 956952-Hydroxy-5-methoxybenzaldehyde

Product 1

HCID 1355950552-(Benzylimino-methyl)-4-methoxy-phenol

Procedure

This compound was prepared from 2.7 g of 2-hydroxy-5-methoxy-benzaldehyde, 2.3 mL of benzylamine and 0.03 g of p-toluenesulphonic acid using the procedure described for 64a. Yield: 4.3 g (oil).

Sources & evidence

ORD record
ord-47111bfaea974e3ea9f79b7140ddf5e7
Source dataset
uspto-grants-2002_08
Patent number
US06432955B1

Reaction notes

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