Borane → 3-(2-Hydroxyethyl)-1-(2-methoxy-4-nitrophenyl)pyridin-2(1H)-one

Participants

Reaction Conditions

Reaction Steps

21.0 g (69.0 mmol) of [1-(2-methoxy-4-nitrophenyl)-2-oxo-1,2-dihydropyridin-3-yl]acetic acid were introduced as initial charge in 210 ml of THF, and 104 ml of 1M borane solution in THF were added dropwise at RT. The temperature increased to 27° C. during this addition. The reaction mixture was stirred overnight at RT. Following dilution with 400 ml of dichloromethane, 400 ml of 1N sodium hydroxide solution were added with cooling and the mixture was stirred for 30 min. The phases were separated, and the organic phase was washed with water, dried over sodium sulphate, filtered and evaporated to dryness on a rotary evaporator. This gave 17.0 g (85%) of crude product which were further reacted without purification.

Provenance & Evidence