تفاعل #474484

معادلة التفاعل

HCl

6-fluoro-1H-indole

HCl

→

title compound

المردود 104.9%

6-Fluoro-2,3-dihydro-1H-indole

المردود 104.9%

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux for 2.5 h
2. 2
   درجة الحرارةThe mixture was cooled to room temperature
3. 3
   workup.STIRRINGThe mixture stirred at room temperature for 10 min
4. 4
   درجة الحرارةat reflux for 1.5 h
5. 5
   أخرىThe dioxane was removed under reduced pressure
6. 6
   workup.ADDITIONthe residue diluted with water (500 mL)
7. 7
   غسيلwashed with diethyl ether (1×250 mL)
8. 8
   استخلاصextracted with diethyl ether (3×250 mL)
9. 9
   غسيلThe combined organic layers were washed with water (2×100 mL) and brine (100 mL)
10. 10
    تجفيفdried (Na2SO4)
11. 11
    تركيزconcentrated under reduced pressure

الإجراء التجريبي

To a stirred solution of 6-fluoro-1H-indole (21.0 g, 0.155 mol) in dioxane (210 mL) was added BH3—NEt3 (92 mL, 0.620 mol) and a 12 M solution of HCl (27 mL, 0.326 mol) dropwise. The reaction mixture was stirred at room temperature for 10 min then at reflux for 2.5 h. The mixture was cooled to room temperature, and 6 M HCl (210 mL) was added. The mixture stirred at room temperature for 10 min and then at reflux for 1.5 h. The dioxane was removed under reduced pressure, and the residue diluted with water (500 mL) and washed with diethyl ether (1×250 mL). The aqueous fraction was basified with 10% NaOH and extracted with diethyl ether (3×250 mL). The combined organic layers were washed with water (2×100 mL) and brine (100 mL), dried (Na2SO4) and concentrated under reduced pressure, giving 22.3 g of the title compound.

المصدر