5-(4-Chlorophenyl)thiophene-2-carbaldehyde → HCID 17465366, compound

To a solution of 5-(4-Chloro-phenyl)-thiophene-2-carbaldehyde (5 g, 22.45 mmol) in methanol (250 ml) at 0° C. under an atmosphere of nitrogen was added sodium borohydride (1.02 g, 26.94 mmol) portionwise over a period of 5 minutes. The reaction was then allowed to warm to room temperature and stirred for 3 hours. The reaction was quenched with saturated aqueous ammonium chloride solution (100 ml) and stirred for 5 minutes, before the methanol is removed under reduced pressure. The resulting heterogeneous mixture was then extracted with ethyl acetate (2×100 ml), the combined organics dried over magnesium sulphate and the solvent removed under reduced pressure to give [5-(4-Chloro-phenyl)-thiophen-2-yl]-methanol (4.89 g).

1. customThe reaction was quenched with saturated aqueous ammonium chloride solution (100 ml)
2. stirringstirred for 5 minutes, before the methanol
3. customis removed under reduced pressure
4. extractionThe resulting heterogeneous mixture was then extracted with ethyl acetate (2×100 ml)
5. dry with materialthe combined organics dried over magnesium sulphate
6. customthe solvent removed under reduced pressure

ORD record

ord-2dcb1b454c2d47d8b4a2a53867fab51e

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09051300B2