Isovanillin → Methyl 2-(3-hydroxy-4-methoxybenzylamino)acetate

HRID 658682Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:6])[CH2:4][NH2:5].[OH:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[CH:11]=O>>[OH:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[CH2:11][NH:5][CH2:4][C:3]([O:2][CH3:1])=[O:6]

Participants

Reactant 2

HCID 12127Isovanillin

HCID 69221Glycine methyl ester

Product 1

HCID 28431473Methyl 2-(3-hydroxy-4-methoxybenzylamino)acetateYield 47%

Procedure

Prepared as in example 10-10a from glycine methyl ester and 3-hydroxy-4-methoxybenzaldehyde. Yield 47%. MS M+H calculated 226.1; found 226.1

Sources & evidence

ORD record: ord-d4ebdda531724eaf829c49553ebe7598
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08076491B2

Reaction notes

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