Methanol → HCID 20079668, compound

Temperature

60 °C

To a solution of methyl 5-(difluoromethyl)thiophene-2-carboxylate (2.23 g) in THF (60 ml)-MeOH (15 ml) was added NaBH4 (2.20 g) at room temperature, and the reaction mixture was stirred at 60° C. for 1 h. The reaction mixture was quenched with saturated aqueous NH4Cl solution, and extracted with EtOAc. The extract was washed with brine, dried over MgSO4, concentrated and purified by silica gel column chromatography (hexane/EtOAc) to give the title compound (1.94 g) as a pale yellow oil.

1. customThe reaction mixture was quenched with saturated aqueous NH4Cl solution
2. extractionextracted with EtOAc
3. washThe extract was washed with brine
4. dry with materialdried over MgSO4
5. concentrationconcentrated
6. custompurified by silica gel column chromatography (hexane/EtOAc)

ORD record

ord-d63bc354b72d4b229efa01715e85bb3b

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09365540B2