Sodium borohydride → 4-Ethyl-2-thiophenemethanol

To a stirred solution of 4-ethyl thiophene-2-carbaldehyde (2.48 g, 17.7 mmol) in methanol (10 ml) at 0° C. is added sodium borohydride (707 mg, 18.7 mmol) in one portion. The resultant solution is allowed to warm to ambient and stirred at room temperature for 40 minutes. Reaction is concentrated in vacuo, quenched with saturated aqueous ammonium chloride solution (100 ml) and extracted with chloroform (100 ml). The organics are dried over magnesium sulphate, filtered and concentrated to give a light brown oil, which is purified by flash chromatography on silica gel to give (4-ethyl-thiophen-2-yl)methanol as a clear oil (1.87 g).

1. temperatureto warm to ambient and
2. customReaction
3. concentrationis concentrated in vacuo
4. customquenched with saturated aqueous ammonium chloride solution (100 ml)
5. extractionextracted with chloroform (100 ml)
6. dry with materialThe organics are dried over magnesium sulphate
7. filtrationfiltered
8. concentrationconcentrated
9. customto give a light brown oil, which
10. customis purified by flash chromatography on silica gel

ORD record

ord-df99fab4a3d1467ba33221cef62f2fa4

Source dataset

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08530667B2