Hydrochloric Acid → Methyl phenethylcarbamate
Reaction equation
[CH2:1]([NH2:9])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(N(CC)CC)C.Cl[C:18]([O:20][CH3:21])=[O:19].Cl>C1COCC1.C(OCC)C>[CH3:21][O:20][C:18]([NH:9][CH2:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)=[O:19]Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
To a stirred solution of phenethylamine (75.2 mL, 0.6 mol) and triethylamine (83 mL, 0.6 mol) in THF (500 mL) was added slowly methyl chloroformate 46.2 mL, 0.6 mol) dissolved in THF (50 mL). After the reaction was stirred for an additional 1 h at room temperature, diethyl ether (2 L) and 1N HCl (800 mL) were added. The organic layer was washed with water, dried (MgSO4), filtered, and the filtrate was concentrated in vacuo to give a clear oil of pure title compound (102 g, 95%).
Workup
- washThe organic layer was washed with water
- dry with materialdried (MgSO4)
- filtrationfiltered
- concentrationthe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-bbd17ea5df144cd0a50c633bd92af129
- Source dataset
- uspto-grants-1998_03
- Patent number
- US05726159
Reaction notes
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