تفاعل #674288

معادلة التفاعل

NH4Cl

NaBH4

2′,6′-dichloro-5′-fluoroacetophenone

NaBH4

→

(±)1-(2,6-dichloro-3-fluorophenyl)ethanol

المردود 105.2%

المذيبات

MeOH

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto warm to room temperature
2. 2
   workup.STIRRINGstirred at room temperature for 30 min
3. 3
   تركيزThe reaction solution was concentrated
4. 4
   أخرىto remove the solvent
5. 5
   أخرىto give the residue
6. 6
   استخلاصThe aqueous phase was then extracted with EtOAc (3×65 mL)
7. 7
   غسيلThe combined organic phase was washed with H2O (50 mL) and brine (50 mL)
8. 8
   تجفيفdried over anhydrous Na2SO4
9. 9
   تركيزconcentrated by evaporation in vacuo

الإجراء التجريبي

To a solution of 2′,6′-dichloro-5′-fluoroacetophenone (10.4 g, 50 mmol) in MeOH (anhydrous, 80 mL) was added NaBH4 (3.78 g, 100 mmol) in portions at 0° C. After the addition of NaBH4, the solution was stirred at 0° C. for 10 min, then allowed to warm to room temperature and stirred at room temperature for 30 min. The reaction solution was concentrated to remove the solvent to give the residue. A saturated solution of NH4Cl (60 mL) was added slowly. The aqueous phase was then extracted with EtOAc (3×65 mL). The combined organic phase was washed with H2O (50 mL) and brine (50 mL), dried over anhydrous Na2SO4, concentrated by evaporation in vacuo to afford (±)1-(2,6-dichloro-3-fluorophenyl)ethanol (11 g, 100%) as a colorless oil.

المصدر