Hydrochloric Acid → Pentanol, 4-methyl-4-nitro-

Temperature

5 °C

Methyl 4-methyl-4-nitropentanoate (17.5 g, 0.1 mol) was dissolved in ethanol (200 ml) and cooled to 5° C., after which sodium borohydride (7.55 g, 0.2 mol) was added. The mixture was stirred at room temperature for 1 h, and at 50° C. for 3 h. Water (100 ml) and hydrochloric acid were added to adjust the pH to 3, and ethanol was evaporated by concentration under reduced pressure. The residue was extracted with ethyl acetate (250 ml) and water (100 ml) and washed with saturated brine. Ethyl acetate was evaporated by concentration under reduced pressure to give the objective compound (14.7 g, yield 91.2%).

1. waitat 50° C. for 3 h
2. customwas evaporated by concentration under reduced pressure
3. extractionThe residue was extracted with ethyl acetate (250 ml) and water (100 ml)
4. washwashed with saturated brine
5. customEthyl acetate was evaporated by concentration under reduced pressure

ORD record

ord-07584194e01a4248a0a3911b37554afb

Source dataset

uspto-grants-2003_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06664412B2