반응 #90143

반응 방정식

hydrochloric acid

n-butyl lithium

2-[1-(2-Bromo-5-methoxy-phenyl)-1-methylethyl]-benzo[b]thiophene

dry ice

→

title compound

수율 55.0%

2-(1-Benzo[b]thiophen-2-yl-1-methyl-ethyl)-4-methoxy-benzoic acid

수율 55.0%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   온도maintained for 1 hr
2. 2
   추출extracted with ethyl acetate
3. 3
   세척washed with water
4. 4
   건조The organic layer was dried over magnesium sulfate
5. 5
   기타The residues obtained
6. 6
   농축after concentration under reduced pressure
7. 7
   기타were purified by silica gel column chromatography (ethyl acetate/hexane)

실험 절차

2-[1-(2-Bromo-5-methoxy-phenyl)-1-methylethyl]-benzo[b]thiophene (Compound Z3, 40 mg, 0.11 mmol) was dissolved in tetrahydrofuran (0.5 mL), cooled to −78° C., added with n-butyl lithium (1.57 M, hexane solution, 0.07 mL), and the mixture was stirred for 10 min. The reaction mixture was added with dry ice and then maintained for 1 hr. After that, the mixture was added with 0.5 N hydrochloric acid, extracted with ethyl acetate and washed with water. The organic layer was dried over magnesium sulfate. The residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (22 mg, 55%).

출처