HCID 12278209, compound → HCID 178506825, compound

HRID 971497Notes

Reaction equation

HRID 971497 reaction equation
[CH2:1]([Li:5])[CH2:2][CH2:3][CH3:4].[CH3:6][C:7]1[CH:16]=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:14]2CCCC[C:9]=2[N:8]=1.CC1C=C(C2C=CC=CC=2)C2CCCC(C(OC)=O)C=2N=1>>[Li:5][CH:1]1[C:9]2[N:8]=[C:7]([CH3:6])[CH:16]=[C:15]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:14]=2[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 12278209HCID 12278209, compoundHCID 21314192HCID 21314192, compoundHCID 178418339Butyllithium

Product 1

HCID 178506825HCID 178506825, compound

Procedure

By the method described in Example 7 using n-butyl lithium solution (9% w/v, 57 ml, 0.077 mol), and 2-methyl-4-phenyl-5,6,7,8-tetrahydroquinoline, the title compound is prepared and converted in situ to methyl 2-methyl-4-phenyl-5,6,7,8-tetrahydroquinoline-8-carboxylate and then to the corresponding 8-thioamide by the procedure described in U.S. Ser. No. 460,265.

Sources & evidence

ORD record
ord-2133924d646746549a37fa0c57803175
Source dataset
uspto-grants-1979_07
Patent number
US04160094

Reaction notes

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