5,6,7,8-Tetrahydro-2-methylquinoline → HCID 178506832, compound

HRID 971488Notes

Reaction equation

HRID 971488 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[N:3]=1.C1([Li:18])C=CC=CC=1>>[Li:18][CH:5]1[C:4]2[N:3]=[C:2]([CH3:1])[CH:11]=[CH:10][C:9]=2[CH2:8][CH2:7][CH2:6]1.[Li:18][CH2:1][C:2]1[CH:11]=[CH:10][C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 122294205,6,7,8-Tetrahydro-2-methylquinolineHCID 178506676HCID 178506676, compound

Product 2

HCID 178506832HCID 178506832, compoundHCID 178506847HCID 178506847, compound

Procedure

Reaction of 2-methyl-5,6,7,8-tetrahydroquinoline with phenyl lithium following the method of Example 1 gave 8-lithio-2-methyl-5,6,7,8-tetrahydroquinoline and 2-lithiomethyl-5,6,7,8-tetrahydroquinoline which were treated in situ with carbon dioxide followed by esterification of the product by refluxing in methanol saturated with dry HCl gas according to the general method described in our copending U.S. Ser. No. 460,265.

Sources & evidence

ORD record
ord-9c00b252197d48ad8d5f2697490c65c0
Source dataset
uspto-grants-1979_07
Patent number
US04160094

Reaction notes

Loading…