Methanol → 3-(2-Methylpropoxy)azetidine hydrochloride

Temperature

70 °C

1-Chloroethyl chloroformate (83 μL, 0.77 mmol) was added to a solution of 1-benzhydryl-3-isobutoxyazetidine (175 mg, 0.60 mmol) in 1,2-dichloroethane (3 mL) at room temperature. The reaction mixture was then heated up to 70° C. and stirred for 1.5 hours. After cooling down to room temperature, methanol (3 mL) was added and the reaction mixture was heated again to 70° C. and stirred for an additional 1.5 hours. After concentration to dryness, the crude mixture was triturated in pentane (2×5 mL) to give a yellow oil (98 mg, quantitative) which was used in the next step without further purification.

1. temperatureAfter cooling down to room temperature
2. temperaturethe reaction mixture was heated again to 70° C.
3. stirringstirred for an additional 1.5 hours
4. concentrationAfter concentration to dryness
5. customthe crude mixture was triturated in pentane (2×5 mL)
6. customto give a yellow oil (98 mg, quantitative) which
7. customwas used in the next step without further purification

ORD record

ord-9d9002df010344bc86abe71db55f10ed

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08846711B2