Dichloromethane → HCID 19700656, compound

HRID 861956Notes

Reaction equation

HRID 861956 reaction equation
O[CH2:2][C:3]1[C:8](Cl)=[CH:7][CH:6]=C[C:4]=1[C:10]1[C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=[CH:12][N:11]=1.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=[O:20].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[CH2:40]([Cl:42])Cl>>[Cl:42][C:40]1[CH:2]=[C:3]([CH:8]=[CH:7][CH:6]=1)[C:4]([C:10]1[C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=[CH:12][N:11]=1)=[O:20]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 2724130Cornforth reagentHCID 19700735HCID 19700735, compound

Product 1

HCID 19700656HCID 19700656, compound

Procedure

2-(Hydroxymethyl-3-chlorophenyl)-3-carboxypyridine was dissolved in a solution of methylene chloride/glacial acetic acid (5:1). Pyridinium dichromate (10.95 g, 29 mmoles) was added and the solution was stirred at room temperature under an inert atmosphere. The solvent was removed yielding 2-(3-chlorobenzoyl)-3-carboxypyridine.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-e8177298a6d94f14a8fcb0471ccd25c7
Source dataset
uspto-grants-1998_02
Patent number
US05716954

Reaction notes

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