Hydroxylamine → Methyl 4-[(hydroxyimino)methyl]-1-naphthalenecarboxylate

HRID 1040303Notes

Reaction equation

HRID 1040303 reaction equation
[CH:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([O:15][CH3:16])=[O:14])=[CH:5][CH:4]=1)=O.[NH2:17][OH:18]>CO>[OH:18][N:17]=[CH:1][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([O:15][CH3:16])=[O:14])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 103308541-Naphthalenecarboxylic acid, 4-formyl-, methyl ester

Product 1

HCID 86645276Methyl 4-[(hydroxyimino)methyl]-1-naphthalenecarboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of methyl 4-formyl-1-naphthalenecarboxylate (2.2 g, 10.3 mmol) in methanol (50 mL) was added a solution of hydroxylamine (1.33 mL, 50% in water). After stirring at room temperature for 2 h, the reaction mixture was concentrated under reduced pressure to provide the title compound as a pale yellow solid (2.55 g).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3f63e521bf104c9ea6defd3616f2ce69
Source dataset
uspto-grants-2013_10
Patent number
US08552218B2

Reaction notes

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