Ethanol → Ethyl 3-bromoisonicotinate

3-bromoisonicotinic acid (3.0 g, 14.9 mmol) in ethanol (100 mL) was treated with concentrated sulfuric acid (5 mL). The mixture was brought to reflux at which time everything went into solution. After 12 hours at reflux, LCMS indicated that the reaction was complete. The reaction mixture was cooled to room temperature and concentrated on a rotary evaporator to a third of its original volume. The mixture was then diluted with 250 mL of ethyl acetate and washed twice with saturated aqueous sodium bicarbonate. Concentration on a rotary evaporator yielded 3.25 g of ethyl 3-bromoisonicotinate as a yellowish oil which was sufficiently pure enough for subsequent chemical transformations. LCMS (ESI) 216.2 (M+1)+.

1. temperatureto reflux at which time everything
2. temperatureAfter 12 hours at reflux
3. concentrationconcentrated on a rotary evaporator to a third of its original volume
4. additionThe mixture was then diluted with 250 mL of ethyl acetate
5. washwashed twice with saturated aqueous sodium bicarbonate
6. concentrationConcentration
7. customon a rotary evaporator

ORDレコード

ord-f6abebb8bb814cdea903f1325c22c9c0

出典データセット

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08853235B2