Hydrogen chloride-ethyl acetate → 2-(4-Fluoro-3-methoxyphenyl)ethan-1-amine hydrochloride

HRID 1351261Notes

Reaction equation

HRID 1351261 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([F:16])=[C:12]([O:17][CH3:18])[CH:11]=1)(C)(C)C.[ClH:20].C(OCC)(=O)C>C(OCC)(=O)C.C(OCC)C>[ClH:20].[F:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][CH2:8][NH2:7])=[CH:11][C:12]=1[O:17][CH3:18]

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 69415384[2-(4-Fluoro-3-methoxyphenyl)ethyl]carbamic acid t-butyl ester

Product 1

HCID 210985492-(4-Fluoro-3-methoxyphenyl)ethan-1-amine hydrochloride

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of [2-(4-fluoro-3-methoxyphenyl)ethyl]carbamic acid t-butyl ester (90 mg) in ethyl acetate (3 mL) was added a solution of 4N hydrochloric acid-ethyl acetate (3 mL) at room temperature and allowed to stand for 2.5 hours. The resulting solid was diluted with diethyl ether, then filtered, and washed with diethyl ether. After drying by aeration, and the title compound (416 mg) was obtained as a colorless solid.

Workup

  1. filtrationfiltered
  2. washwashed with diethyl ether
  3. customAfter drying by aeration

Sources & evidence

ORD record
ord-4543ee7d89554088a74bedd97fab849a
Source dataset
uspto-grants-2007_05
Patent number
US07217723B2

Reaction notes

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