Cornforth reagent → N-(2-formyl-4-methoxyphenyl)formamide

Reaction equation

[OH:1][CH2:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[NH:11][CH:12]=[O:13].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>>[CH:2]([C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[NH:11][CH:12]=[O:13])=[O:1]

Participants

Reactant 2

HCID 2724130Cornforth reagent

HCID 21088390N-(2-hydroxymethyl-4-methoxyphenyl)formamide

Product 1

HCID 21088389N-(2-formyl-4-methoxyphenyl)formamide

Procedure

5.00 g of the product from stage 2 were oxidised with pyridinium dichromate as described in Example 1, stage 2, 3.62 g (72% of theory) of the title compound being obtained.

Sources & evidence

ORD record: ord-248f6d347b154ef0822781c21980ba25
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07183274B2

Reaction notes

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