Ammonium Chloride → 219765-84-1

To a 0° C. solution of methyl 2,5-dichlorothiophene-3-carboxylate (1.5 g, 7.1 mmol) in anhydrous methanol (50 mL) was added sodium borohydride (1.35 g, 35.7 mmol). The reaction mixture was stirred at room temperature overnight. After cooling to 0° C., a saturated ammonium chloride solution (50 mL) was added. The resultant mixture was extracted with DCM (3×50 mL). The organic extracts were combined, dried over MgSO4, filtered, evaporated, and dried in vacuo. The product was purified by flash chromatography (0-15% EtOAc/hexanes), affording (2,5-dichlorothiophen-3-yl)methanol (286 mg, 22% yield).

1. temperatureAfter cooling to 0° C.
2. extractionThe resultant mixture was extracted with DCM (3×50 mL)
3. dry with materialdried over MgSO4
4. filtrationfiltered
5. customevaporated
6. customdried in vacuo
7. customThe product was purified by flash chromatography (0-15% EtOAc/hexanes)

ORD record

ord-cd90ac8fa2864c81ba97fc7dbf4ba5a9

Source dataset

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09315521B2