Hydrochloric Acid → 2-Amino-3-[4-(trifluoromethoxy)phenyl]propanoic acid hydrochloride

HRID 1799295Notes

Reaction equation

HRID 1799295 reaction equation
[ClH:1].C1(C(=[N:15][CH:16]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][C:32]([F:35])([F:34])[F:33])=[CH:27][CH:26]=2)[C:17]([O:19]C(C)(C)C)=[O:18])C2C=CC=CC=2)C=CC=CC=1>>[ClH:1].[NH2:15][CH:16]([CH2:24][C:25]1[CH:26]=[CH:27][C:28]([O:31][C:32]([F:33])([F:34])[F:35])=[CH:29][CH:30]=1)[C:17]([OH:19])=[O:18]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86636533Tert-butyl 2-[(diphenylmethylene)amino]-3-[4-(trifluoromethoxy)phenyl]propanoate

Product 1

HCID 226033402-Amino-3-[4-(trifluoromethoxy)phenyl]propanoic acid hydrochlorideYield 91%

Procedure

A 6 N hydrochloric acid (1 mL) solution of tert-butyl 2-[(diphenylmethylene)amino]-3-[4-(trifluoromethoxy)phenyl]propanoate (64 mg, 0.136 mmol) prepared in Reference Example 1 (1a) was heated under reflux for 6 hours and then cooled to room temperature. The reaction solution was concentrated under reduced pressure, and the residue was washed with diethyl ether to give 35 mg of the title compound (white powder, yield: 91%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. washthe residue was washed with diethyl ether

Sources & evidence

ORD record
ord-62b17dd45f2a4349963c10e8c832a9d8
Source dataset
uspto-grants-2013_01
Patent number
US08344029B2

Reaction notes

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