반응 #68037

반응 방정식

hydrochloric acid

2,2-difluorobenzo[1,3]dioxol-5-carboxylic acid

isobutyl chloroformate

sodium borohydride

→

(2,2-difluorobenzo[1,3]dioxol-5-yl)methanol

용매

tetrahydrofuran

triethylamine

반응 조건

후처리

1. 1
   온도after cooling with ice
2. 2
   workup.STIRRINGthe reaction mixture was stirred at room temperature for 2 hours
3. 3
   기타the solvent was removed under reduced pressure, and ethyl acetate
4. 4
   workup.ADDITIONwas added
5. 5
   기타The organic layer was separated
6. 6
   세척washed with an aqueous saturated sodium chloride solution
7. 7
   건조dried over anhydrous magnesium sulfate
8. 8
   기타the solvent was removed under reduced pressure

실험 절차

Into 50 mL of tetrahydrofuran, 962 mg of 2,2-difluorobenzo[1,3]dioxol-5-carboxylic acid was suspended, 0.8 mL of triethylamine was added to the suspension, and after cooling with ice, thereto was added 0.75 mL of isobutyl chloroformate. The mixture was stirred for 1 hour, and then 662 mg of sodium borohydride was added thereto, and the reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was acidified with 1 mol/L hydrochloric acid, the solvent was removed under reduced pressure, and ethyl acetate was added thereto. The organic layer was separated, washed with an aqueous saturated sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain 942 mg of a colorless oily substance, (2,2-difluorobenzo[1,3]dioxol-5-yl)methanol.

출처