Hydrochloric Acid → cis-3-(Benzyloxy)cyclobutanamine
Reaction equation
Cl.[CH2:2]([O:9][CH:10]1[CH2:13][CH:12]([NH:14]C(=O)OC(C)(C)C)[CH2:11]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C1COCC1>[CH2:2]([O:9][CH:10]1[CH2:13][CH:12]([NH2:14])[CH2:11]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
HCl (5-6 N in IPA, 3 mL) was added to a solution of tert-butyl 3-(benzyloxy)cyclobutylcarbamate (1.07 g, 3.86 mmol) in THF (10 mL). The mixture was stirred at 50° C. for 3 h, then cooled to RT. The solvent was removed in vacuo and EtOAc (10 mL) was added. The resulting suspension was cooled to 0° C. for 1 h, then the solid was collected by filtration to give the amine as a white solid (601 mg, 73%).
Workup
- temperaturecooled to RT
- customThe solvent was removed in vacuo and EtOAc (10 mL)
- additionwas added
- temperatureThe resulting suspension was cooled to 0° C. for 1 h
- filtrationthe solid was collected by filtration
Sources & evidence
- ORD record
- ord-35503805b3cb4e4798b819d94a55e881
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08952037B2
Reaction notes
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