Hydrochloric Acid → N-(4-fluorobenzyl)-N-[(trans)-2-phenylcyclopropyl]amine hydrochloride

HRID 882334Notes

Reaction equation

[ClH:1].[F:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][NH:8][C@@H:9]2[CH2:11][C@H:10]2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:5][CH:4]=1>CCOCC>[ClH:1].[F:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][NH:8][C@@H:9]2[CH2:11][C@H:10]2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[CH:18][CH:19]=1

Participants

Conditions

Temperature: -78 °C

Procedure

2 M ethereal solution of HCl (0.24 mL, 0.47 mmol) was slowly added to a solution of N-(4-fluorobenzyl)-N-[(trans)-2-phenylcyclopropyl]amine (95 mg, 0.39 mmol) in dry Et2O (10 mL) cooled at −78° C., and allowed to reach room temperature. After 10 min the white precipitate was allowed to settle and Et2O was decanted, the solid was washed with Et2O (10 mL) and vacuum dried, rendering 90 mg of N-(4-fluorobenzyl)-N-[(trans)-2-phenylcyclopropyl]amine hydrochloride (white solid, 83% yield).

Workup

customto reach room temperature
customEt2O was decanted
washthe solid was washed with Et2O (10 mL) and vacuum
customdried

Sources & evidence

ORD record: ord-b0bbc109f1064c8ebe29c3111d58e128
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08993808B2

Reaction notes

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