Cornforth reagent → (2-methoxyphenyl)-(1-methyl-1H-indol-4-yl) methanone

HRID 1533990Notes

Reaction equation

HRID 1533990 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]([C:11]1[C:12]2[CH:13]=[CH:14][N:15]([CH3:20])[C:16]=2[CH:17]=[CH:18][CH:19]=1)[OH:10].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]([C:11]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:12]=1[CH:13]=[CH:14][N:15]2[CH3:20])=[O:10]

Participants

3

Reactant 2

HCID 2724130Cornforth reagentHCID 19800111alpha-(2-methoxyphenyl)-1-methyl-1H-indol-4-methanol

Product 1

HCID 67854483(2-methoxyphenyl)-(1-methyl-1H-indol-4-yl) methanoneYield 69.4%

Procedure

Using the procedure of Step C of Example 1, 43.7 g of the alcohol of Step B and 92.4 g of pyridinium dichromate were reacted to obtain 30.1 g of the expected product melting at 74° C. which was used as is for the following step.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-02a5032b27a54c558c2280e169b40d69
Source dataset
uspto-grants-1992_02
Patent number
US05086070

Reaction notes

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