反応 #1532011

反応方程式

1-iodo-2-methylpropane

hydrochloric acid

3-tert-butylimino-1,1,1,5,5,5-hexakis(dimethylamino)-3-(tris(dimethylamino)phosphoranylidene)amino-1λ5,3λ5,5λ5-1,4-triphosphazadiene

compound

Ethyl[8-chloro-1-(2-methoxyphenyl)-4-oxo-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl]acetate

→

title compound

Ethyl[7-chloro-1-isobutyl-5-(2-methoxyphenyl)-2-oxo-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl]-acetate

溶媒

water

n-hexane

THF

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture is stirred at −78° C. for a further 2 h
2. 2
   抽出extracted three times with dichloromethane
3. 3
   洗浄The combined organic phases are washed with saturated sodium bicarbonate solution
4. 4
   乾燥dried over sodium sulphate
5. 5
   濃縮concentrated in a rotary evaporator
6. 6
   その他The residue is purified by preparative HPLC (eluent: acetonitrile/water, gradient 20:80→95:5)

実験手順

134 mg of the compound from Example 22A (0.35 mol) are dissolved in 1.35 ml of THF. At −78° C., 0.52 ml of a 1 M solution of 3-tert-butylimino-1,1,1,5,5,5-hexakis(dimethylamino)-3-(tris(dimethylamino)phosphoranylidene)amino-1λ5,3λ5,5λ5-1,4-triphosphazadiene (P4-t-Bu; 328 mg, 0.52 mol) in n-hexane is added drop wise, and the reaction solution is stirred at −78° C. for 30 min. 191 mg of 1-iodo-2-methylpropane (1.04 mol) are added drop wise, and the mixture is stirred at −78° C. for a further 2 h. The reaction solution is mixed with 10 ml of 1 N hydrochloric acid and water and extracted three times with dichloromethane. The combined organic phases are washed with saturated sodium bicarbonate solution, dried over sodium sulphate and concentrated in a rotary evaporator. The residue is purified by preparative HPLC (eluent: acetonitrile/water, gradient 20:80→95:5). 87 mg (57% of theory) of the title compound are obtained.

出典