Propargylamine → 6,6-Dimethyl-5,6-dihydro-benzo[f]quinoline

HRID 520998Notes

Reaction equation

HRID 520998 reaction equation
[CH3:1][C:2]1([CH3:13])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][C:4](=O)[CH2:3]1.[CH2:14]([NH2:17])[C:15]#[CH:16]>>[CH3:1][C:2]1([CH3:13])[CH2:3][C:4]2[N:17]=[CH:14][CH:15]=[CH:16][C:5]=2[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:11]1=2

Participants

3

Reactant 2

HCID 239041PropargylamineHCID 127728434,4-Dimethyl-1,2,3,4-tetrahydronaphthalen-2-one

Product 1

HCID 582946166,6-Dimethyl-5,6-dihydro-benzo[f]quinolineYield 49%

Procedure

The title compound is prepared from 4,4-dimethyl-3,4-dihydro-1H-naphthalen-2-one and propargylamine following a procedure analogous to that described in Step 1 of Intermediates 1 and 2. Yield: 49% of theory; LC (method 1): tR=2.40 min; Mass spectrum (ESI+): m/z=210 [M+H]+.

Sources & evidence

ORD record
ord-3510f876addf4277a8db4dd3740e2854
Source dataset
uspto-grants-2016_05
Patent number
US09328072B2

Reaction notes

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