2-Octylamine → N-(1-methylheptyl)-4-phenylbutyramide

HRID 1075204Notes

Reaction equation

[C:1]1([CH2:7][CH2:8][CH2:9][C:10](Cl)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:13][CH:14]([NH2:21])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]>>[CH3:13][CH:14]([NH:21][C:10](=[O:11])[CH2:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

Reactant 2

HCID 127352-Octylamine

HCID 117898654-Phenylbutanoyl Chloride

Product 1

HCID 20494534N-(1-methylheptyl)-4-phenylbutyramide

Procedure

4-Phenylbutyryl chloride was reacted with 1-methylheptylamine to provide N-(1-methylheptyl)-4-phenylbutyramide, which, when reduced by reaction with dibroane in tetrahydrofuran, provided N-(1-methylheptyl)-4-phenylbutylamine. The amine so formed was reacted with formic acid and formaldehyde to give N-methyl-N-(1-methylheptyl)-4-phenylbutylamine.

Sources & evidence

ORD record: ord-9265194e26884c63962f648b590441c9
Source dataset: uspto-grants-1983_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04395410

Reaction notes

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