Acetone → 2-Acetylpyridine

HRID 1732904Notes

Reaction equation

HRID 1732904 reaction equation
C(Cl)Cl.[CH3:4][C:5]([CH3:7])=[O:6].[CH:8]1C=C[CH:11]=[CH:10][CH:9]=1.C[N:15](C)C=O>C(Cl)(Cl)Cl>[C:5]([C:7]1[CH:11]=[CH:10][CH:9]=[CH:8][N:15]=1)(=[O:6])[CH3:4]

Participants

6

Procedure

To a solution of 22.5 g (187 mmoles) 2-acetylpyridine dissolved in 350 ml of purified chloroform was added 25 g (93 mmoles) of TeCl4. The reaction solution was refluxed for 10 hours under an argon atmosphere, a red-brown solid forming. The reaction solution was filtered and the solid washed with chloroform and air dried to give 32 g of red-brown solid (m.p.: gums 85° C., murky red melt by 110° C.). This product is insoluble in CHCl3, CH2Cl2, acetone and benzene, but soluble in dimethylformamide. Elemental analysis confirmed the presence of the title compound.

Sources & evidence

ORD record
ord-9aa28995c3224ceb98052ff7f26fbbe7
Source dataset
uspto-grants-1980_12
Patent number
US04239846

Reaction notes

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