反応 #1166418

反応方程式

(4aR)-(10bR)-4,10b-dimethyl-8-amino-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one

3-nitrobenzoyl chloride

→

desired product

(+)-(4aR)-(10bR)-4,10b-dimethyl-8-(3-nitrobenzoylamino)-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one

溶媒

THF

反応条件

後処理

1. 1
   その他was then evaporated to dryness under vacuum
2. 2
   その他The residue was purified by chromatography on silica gel
3. 3
   洗浄eluting with 10% methanol in ethyl acetate
4. 4
   その他the product-containing fractions were evaporated
5. 5
   その他the resulting solid was crystallized from dichloromethane/hexane

実験手順

A 620 mg portion of (4aR)-(10bR)-4,10b-dimethyl-8-amino-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one was dissolved in 100 ml of THF, and an equivalent amount of 3-nitrobenzoyl chloride (500 mg) was added. The reaction mixture was stirred for 4 h, and was then evaporated to dryness under vacuum. The residue was purified by chromatography on silica gel, eluting with 10% methanol in ethyl acetate, and the product-containing fractions were evaporated and the resulting solid was crystallized from dichloromethane/hexane to obtain 595 mg of the desired product, m.p. 240°-242°. FDMS: m/e=393. α[D]589 =+75.79°.

出典