2-(Benzyl-methyl-amino)-N-methoxy-N-methy-acetamide → 1-(Benzyl-methyl-amino)-4-phenyl-butan-2-one

온도

-78 °C

2-(Benzyl-methyl-amino)-N-methoxy-N-methyl-acetamide (2.0 g, 9.0 mmol, 1.0 equiv) was dissolved in 30 mL of dry THF under argon. The solution was cooled to −78° C. and a 1 M solution of phenethyl magnesium chloride (12.6 mL, 12.6 mmol, 1.4 equiv) was added dropwise of a period of 1 min. The resulting mixture was stirred at −78° C. for 3 h, warmed to 0° C. for 20 min and recooled to −78° C. at which time the reaction was quenched by the addition of 5 mL of saturated sodium bicarbonate. The reaction solution was diluted with 200 mL of EtOAc and 200 mL of water. The layers were separated and the organic layer was dried over Na2SO4, decanted and concentrated to an oil (2.4 g, ˜100%) which was used without further purification; MS, m/z 268=M+1.

1. temperaturewarmed to 0° C. for 20 min
2. customrecooled to −78° C. at which time
3. customwas quenched by the addition of 5 mL of saturated sodium bicarbonate
4. additionThe reaction solution was diluted with 200 mL of EtOAc and 200 mL of water
5. customThe layers were separated
6. dry with materialthe organic layer was dried over Na2SO4
7. customdecanted
8. concentrationconcentrated to an oil (2.4 g, ˜100%) which
9. customwas used without further purification

ORD 기록

ord-94ef2053d045457f81242c610e866cd6

출처 데이터셋

uspto-grants-2003_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06649642B2