Hydrogen chloride-ethyl acetate → [2-(4-Fluoro-3-methoxyphenyl)ethyl]methylamine hydrochloride

HRID 1351263Notes

Reaction equation

HRID 1351263 reaction equation
C(O[C:6](=O)[N:7]([CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([F:17])=[C:13]([O:18][CH3:19])[CH:12]=1)C)(C)(C)C.[ClH:21].C(OCC)(=O)C>C(OCC)(=O)C.C(OCC)C>[ClH:21].[F:17][C:14]1[CH:15]=[CH:16][C:11]([CH2:10][CH2:9][NH:7][CH3:6])=[CH:12][C:13]=1[O:18][CH3:19]

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 69413197[2-(4-Fluoro-3-methoxyphenyl)ethyl]methylcarbamic acid t-butyl ester

Product 1

HCID 21098553[2-(4-Fluoro-3-methoxyphenyl)ethyl]methylamine hydrochloride

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of [2-(4-fluoro-3-methoxyphenyl)ethyl]methylcarbamic acid t-butyl ester (506 mg) in ethyl acetate (2 mL) was added a solution of 4N hydrochloric acid-ethyl acetate (2 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, the title compound (338 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-6aa24a190bbb48b5a545aa134e129106
Source dataset
uspto-grants-2007_05
Patent number
US07217723B2

Reaction notes

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