Water → (4-(Methoxymethyl)cyclohexyl)methanamine

To a solution of EXAMPLE 374D (460 mg) in tetrahydrofuran (15 mL) was added 2M lithium aluminum hydride in tetrahydrofuran (2.252 mL) slowly. The reaction mixture was stirred at room temperature for 1 hour, refluxed for 1 hour and cooled. 2 ml of 2M aqueous NaOH and water (5 mL) was added. The solid was filtered off and washed with ether. The filtrate was concentrated. The residue was mixed with dichloromethane (50 mL) and the resulting mixture was dried over Na2SO4 and concentrated to provide the title compound.

1. temperaturerefluxed for 1 hour
2. temperaturecooled
3. filtrationThe solid was filtered off
4. washwashed with ether
5. concentrationThe filtrate was concentrated
6. additionThe residue was mixed with dichloromethane (50 mL)
7. dry with materialthe resulting mixture was dried over Na2SO4
8. concentrationconcentrated

ORD record

ord-99f395ef4c41460b84ca11a8ceb2d59d

Source dataset

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08546399B2