Hydrochloric Acid → HCID 67017467, compound

HRID 81398Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]/[C@H:10]2[CH2:14][CH2:13][CH2:12][N:11]2C(OC(C)(C)C)=O)[CH:5]=[CH:6][CH:7]=1.Cl>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]/[C@H:10]2[CH2:14][CH2:13][CH2:12][NH:11]2)[CH:5]=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 80 °C

Procedure

1 g of tert-butyl (R)-2-[(E)-2-(3-chlorophenyl)vinyl]pyrrolidine-1-carboxylate are dissolved in 10 ml of THF, and 5 ml of ethanolic hydrochloric acid are added. The mixture is stirred at 80° C. for 4 h and, for work-up, partitioned between 50 ml of water and 50 nil of ethyl acetate at room temperature. Conventional work-up and purification by chromatography on silica gel gives 750 mg of (R)-2-[(E)-2-(3-chlorophenyl)vinyl]pyrrolidine; Rt.: 1.554 min; [M+H]+208.2.

Workup

custompartitioned between 50 ml of water and 50 nil of ethyl acetate at room temperature
customConventional work-up and purification by chromatography on silica gel

Sources & evidence

ORD record: ord-f64af3b3cb814eada8e22de456ea761e
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08846694B2

Reaction notes

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