Hydrochloric Acid → 1-(Trifluoromethyl)cyclopropanamine hydrochloride

HRID 42360Notes

Reaction equation

HRID 42360 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1([NH:6]C(=O)OC(C)(C)C)[CH2:5][CH2:4]1.[ClH:16]>>[ClH:16].[F:1][C:2]([F:15])([F:14])[C:3]1([NH2:6])[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 11658639tert-Butyl [1-(trifluoromethyl)cyclopropyl]carbamate

Product 1

HCID 116511961-(Trifluoromethyl)cyclopropanamine hydrochlorideYield 91%

Procedure

Tert-butyl 1-(trifluoromethyl)cyclopropylcarbamate (4.08 g, 18.3 mmol) was suspended in 1 N HCl(aq) (150 mL) and stirred at reflux for 3.5 h. The solution was concentrated in vacuo and the residue was triturated with acetone. The filtrate was collected, concentrated, and the residue triturated with diethyl ether to afford 2.67 g (91%) of 1-(trifluoromethyl)cyclopropylamine hydrochloride as a white solid.

Workup

  1. temperatureat reflux for 3.5 h
  2. concentrationThe solution was concentrated in vacuo
  3. customthe residue was triturated with acetone
  4. customThe filtrate was collected
  5. concentrationconcentrated
  6. customthe residue triturated with diethyl ether

Sources & evidence

ORD record
ord-156c063e1b044551b05abc469f8230ec
Source dataset
uspto-grants-2013_09
Patent number
US08536187B2

Reaction notes

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