Isobutyryl chloride → 7-Bromo-1-(propan-2-yl)-3,4-dihydroisoquinoline

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH2:10])=[CH:4][CH:3]=1.[CH3:11][CH:12]([CH3:16])[C:13](Cl)=O>>[Br:1][C:2]1[CH:7]=[C:6]2[C:5]([CH2:8][CH2:9][N:10]=[C:11]2[CH:12]([CH3:16])[CH3:13])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 62325Isobutyryl chloride

HCID 533915p-Bromophenethylamine

Product 1

HCID 186800687-Bromo-1-(propan-2-yl)-3,4-dihydroisoquinoline

Procedure

The desired product was prepared from 2-(4-bromophenyl)ethylamine and 2-methylpropanoyl chloride according to the procedure described in J. Org. Chem. 1991, 56, 6034.

Sources & evidence

ORD record: ord-a530e05f30a947d084b7da9c08876ba1
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06495562B1

Reaction notes

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