Reacción #68037

Ecuación de reacción

hydrochloric acid

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

isobutyl chloroformate

sodium borohydride

→

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

Disolventes

tetrahydrofuran

triethylamine

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente