Allylamine → HCID 21490733, compound

Reaction equation

[C:1]([OH:13])(=O)[CH2:2][CH:3]1[CH:11]=[CH:10][CH2:9][CH2:8][CH:4]1[C:5]([OH:7])=O.[CH2:14]([NH2:17])[CH:15]=[CH2:16]>>[CH2:14]([N:17]1[C:1](=[O:13])[CH2:2][C:3]2[CH2:11][CH2:10][CH2:9][CH2:8][C:4]=2[C:5]1=[O:7])[CH:15]=[CH2:16]

Participants

Reactant 2

HCID 7853Allylamine

HCID 131710580HCID 131710580, compound

Product 1

HCID 21490733HCID 21490733, compound

Procedure

A mixture of tetrahydrohomophthalic acid (9.2 g., 0.05 mole) and allylamine (2.8 g., 0.05 mole) is heated by an oil bath until molten for 40 minutes. The mixture solidifies upon cooling, and is recrystallized twice from isopropanol, giving 2-allyl-5,6,7,8-tetrahydroisoquinoline-1,3(2H, 4H)-dione.

Workup

temperatureis heated by an oil bath until molten for 40 minutes
temperatureupon cooling
customis recrystallized twice from isopropanol

Sources & evidence

ORD record: ord-dc18d779806e4351ac8fc00a11e9100e
Source dataset: uspto-grants-1976_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03998954

Reaction notes

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