Cyclohexanone → 3-Methyl-5,6,7,8-tetrahydroquinoline

HRID 2083415Notes

Reaction equation

HRID 2083415 reaction equation
[NH2:1][CH:2]=[C:3]([CH3:6])[CH:4]=O.[C:7]1(=O)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1>>[CH3:6][C:3]1[CH:2]=[N:1][C:7]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=2[CH:4]=1

Participants

3

Reactant 2

HCID 7967CyclohexanoneHCID 3781742HCID 3781742, compound

Product 1

HCID 1200283-Methyl-5,6,7,8-tetrahydroquinolineYield 30%

Procedure

The title compound was prepared from commercially available 3-amino-2-methylacrolein and cyclohexanone according to the method of Breitmaier and Bayer (Tet. Letts, 1970, 38, 3291-4) and isolated as a pale yellow oil b.p. 120°/15 mm. (30% yield).

Sources & evidence

ORD record
ord-f6c45ee2c2b44440b864e1624b419e49
Source dataset
uspto-grants-1978_04
Patent number
US04085215

Reaction notes

Loading…