Thionyl Chloride → 1-(2-Chloroethyl)pyrrolidin-2-one

HRID 911719Notes

Reaction equation

S(Cl)([Cl:3])=O.O[CH2:6][CH2:7][N:8]1[CH2:12][CH2:11][CH2:10][C:9]1=[O:13]>>[Cl:3][CH2:6][CH2:7][N:8]1[CH2:12][CH2:11][CH2:10][C:9]1=[O:13]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 769801-(2-Hydroxyethyl)-2-pyrrolidinone

Product 1

HCID 31566501-(2-Chloroethyl)pyrrolidin-2-one

Procedure

Add thionyl chloride (5 mL) to 1-(2-hydroxy-ethyl)-pyrrolidin-2-one (1.12 mL, 10.0 mmol) dropwise then stir at room temperature for 10 min. Remove solvent in vacuo to give the title compound as an orange oil. MS (ES+) m/z: 148 (M+H)+.

Sources & evidence

ORD record: ord-72cf470a6663417a8733faed9d9dd273
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022062B2

Reaction notes

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