Methylamine → HCID 68532585, compound

Temperature

0 °C

Trichloroacetyl chloride (2.03 mL) was added to the tetrahydrofuran solution (36 mL) of the compound prepared in Example 3 (2.76 g), and the reaction mixture was stirred at 0° C. for an hour. The reaction mixture was dropped to an aqueous solution of 40% methylamine (36 mL) on ice bath, and stirred at room temperature for 30 minutes. Water was added to the reaction mixture, and the reaction mixture was extracted with ethyl acetate. The organic layer was washed by a saturated aqueous solution of sodium chloride, and dried with anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure. The obtained residue was purified by column chromatography on silica gel (high flash-SI, size 3 L (made in Yamazen corporation), n-hexane/ethyl acetate=60/40→35/65) to obtain a title compound (1.55 g) having the following physical data.

1. stirringstirred at room temperature for 30 minutes
2. extractionthe reaction mixture was extracted with ethyl acetate
3. washThe organic layer was washed by a saturated aqueous solution of sodium chloride
4. dry with materialdried with anhydrous sodium sulfate
5. concentrationThe organic layer was concentrated under reduced pressure
6. customThe obtained residue was purified by column chromatography on silica gel (high flash-SI, size 3 L (made in Yamazen corporation), n-hexane/ethyl acetate=60/40→35/65)

ORD record

ord-5be29a2d177442b0a3f11eabf9c6f73a

Source dataset

uspto-grants-2013_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08420810B2