Hydrochloric Acid → 1-Pyrazin-2-yl-ethanol

Sodium borohydride (0.69 g) was added in portions to a stirred solution of acetylpyrazine (1.49 g) in ethanol (300 mL) at 0° C. The mixture was allowed to warm to room temperature and stirred for 20 min, then water (100 mL) was added and the mixture adjusted to pH 7 with 1N hydrochloric acid. The neutralized solution was concentrated in vacuo to a volume of 200 mL, saturated with sodium chloride, and extracted with ethyl acetate (3×500 mL). The organic extracts were dried (Na2 SO4) and concentrated to give a solid which was washed with dichloromethane (4×100 mL). The dichloromethane washings were concentrated to give 2-(1-hydroxyethyl)pyrazine (1.38 g) as a colorless oil.

1. concentrationThe neutralized solution was concentrated in vacuo to a volume of 200 mL, saturated with sodium chloride
2. extractionextracted with ethyl acetate (3×500 mL)
3. customThe organic extracts were dried (Na2 SO4)
4. concentrationconcentrated
5. customto give a solid which
6. washwas washed with dichloromethane (4×100 mL)
7. concentrationThe dichloromethane washings were concentrated

ORD record

ord-1e05b9515a2e466384fc04a1c204a0bb

Source dataset

uspto-grants-1997_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05691323