Acetic Anhydride → 3-Acetylamino-1-benzyl-4-methylpyrrolidine

Reaction equation

[NH2:1][CH:2]1[CH:6]([CH3:7])[CH2:5][N:4]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:3]1.[C:15](OC(=O)C)(=[O:17])[CH3:16]>>[C:15]([NH:1][CH:2]1[CH:6]([CH3:7])[CH2:5][N:4]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:3]1)(=[O:17])[CH3:16]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 142112411-Benzyl-4-methylpyrrolidin-3-amine

Product 1

HCID 202133753-Acetylamino-1-benzyl-4-methylpyrrolidine

Procedure

3-Amino-1-benzyl-4-methylpyrrolidine (Japanese Laid-Open Patent Publication No. 22699/1980) was allowed to react with acetic anhydride to give 3-acetylamino-1-benzyl-4-methylpyrrolidine; IR 3300, 1650 cm-1. This compound was hydrogenated catalytically in the presence of 5% palladium-carbon to give 3-acetylamino-4-methylpyrrolidine as an oil.

Sources & evidence

ORD record: ord-708c2b3e03a4469e871171616fa90154
Source dataset: uspto-grants-1987_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04649144

Reaction notes

Loading…