Diisobutylaluminum hydride → HCID 77230761, compound

Temperature

-78 °C

To a solution of Compound 7-bromo-N-methoxy-N-methyl-1-benzofuran-3-carboxamide (8.98 g, 31.63 mmol) in 150 mL dry toluene at −78° C. was added DIBAL-H (31.63 mL, 31.63 mmol) dropwise. The reaction mixture was stirred for 1 hour at −78° C. under a nitrogen atmosphere, and quenched slowly with saturated aqueous NH4Cl. After warming to room temperature, the mixture was exacted with EtOAc (300 mL), and washed with brine (50 mL), dried over Na2SO4. The solvent was concentrated in vacua. The residue was separated and purified with silica gel chromatography to give product 7-bromo-1-benzofuran-3-carbaldehyde.

1. customquenched slowly with saturated aqueous NH4Cl
2. temperatureAfter warming to room temperature
3. washwashed with brine (50 mL)
4. dry with materialdried over Na2SO4
5. concentrationThe solvent was concentrated in vacua
6. customThe residue was separated
7. custompurified with silica gel chromatography

ORD record

ord-282b7061339646bf889cfd5c616eb16e

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09056859B2