Pyridine → 2-Methyl-1,3-cyclohexanedione

HRID 1077134

Reaction equation

HRID 1077134 reaction equation
C(N(CC)CCC(=O)CCCC1C=CC=[C:12]([O:16]C)[CH:11]=1)C.[O:21]=N.N1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C1C=CC=CC=1>[CH3:24][CH:25]1[C:12](=[O:16])[CH2:11][CH2:28][CH2:27][C:26]1=[O:21]

Participants

4

Reactant 2

HCID 1049PyridineHCID 86733483Ketoamine 1-diethylamino-6-m-methoxyphenylhexan-3-one

Product 1

HCID 709452-Methyl-1,3-cyclohexanedione

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Add to the crude undistilled ketoamine 1-diethylamino-6-(m-methoxyphenyl)hexan-3-one (2.3 g), the material obtained by hydration of the acetylenic amine, 2-methylcyclohexane-1,3-dione (1 g), pyridine (1 cc) and benzene (12 cc), and reflux the mixture for 15 hours. Cool the mixture and filter off unreacted dione, add a little ether to the filtrate, and wash the ethereal solution with acid, and then water, and dry. Evaporate the solvents to obtain as residue crude 2-(6-m-methoxyphenyl-3-oxohexyl)-2-methylcyclohexane-1,3-dione (1.7 g).

Sources & evidence

ORD record
ord-b45269aaa8fc48aeb8e949d74a9cf1a2
Source dataset
uspto-grants-1976_05
Patent number
US03959322

Linked notes

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