3-[(4-Chlorophenyl)methyl]-2-pyrrolidinone → 3-[(4-Chlorophenyl)methyl]pyrrolidine

HRID 584631

Reaction equation

[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][CH:7]2[CH2:11][CH2:10][NH:9][C:8]2=O)=[CH:4][CH:3]=1>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH:7]2[CH2:11][CH2:10][NH:9][CH2:8]2)=[CH:13][CH:14]=1

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 3-(4-chlorobenzyl)-2-pyrrolidinone (420 mg, 2 mmol) in dry THF (25 mL) and under N2 LAH (190 mg, 5 mmol) was added in portions with stirring over a period of a couple of minutes. The temperature was increased to 60° C. and the stirring continued for 2.5 h. The mixture was quenched with 200 μL water, 200 μL 5M NaOH and 600 μL water. The solid Li- and Al-salts were filtered off and the filtrate was evaporated to give a colourless oil (387 mg, 99%).

Workup

customThe mixture was quenched with 200 μL water, 200 μL 5M NaOH and 600 μL water
filtrationThe solid Li- and Al-salts were filtered off
customthe filtrate was evaporated

Sources & evidence

ORD record: ord-2827ff2a013647a38de4dae57082d9b8
Source dataset: uspto-grants-2005_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06927222B2

Linked notes

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