تفاعل #1269906

معادلة التفاعل

2′-bromoacetophenone

NaBH4

→

(RS)-1-(2-bromo-phenyl)-ethanol

المردود 99.0%

المذيبات

MeOH

ظروف التفاعل

المعالجة

1. 1
   أخرىthen quenched by addition of water. HCl 5 N
2. 2
   workup.ADDITIONwas added until pH 6-7
3. 3
   أخرىMeOH was evaporated
4. 4
   workup.DISSOLUTIONThe residue was dissolved in ether
5. 5
   غسيلwashed once with water, once with brine
6. 6
   تجفيفThe organic phase was dried over Na2SO4
7. 7
   تركيزconcentrated in vacuo
8. 8
   أخرىThe residue was chromatographed on silica gel (eluent: heptane: ethylacetate 1:1)

الإجراء التجريبي

To a solution of 2′-bromoacetophenone (15 g, 74.6 mmol) in 150 ml MeOH under argon at room temperature was added NaBH4 (4.23 g, 0.11 mol). The reaction mixture was stirred at room temperature for 24 h then quenched by addition of water. HCl 5 N was added until pH 6-7. MeOH was evaporated. The residue was dissolved in ether and washed once with water, once with brine. The organic phase was dried over Na2SO4 and concentrated in vacuo. The residue was chromatographed on silica gel (eluent: heptane: ethylacetate 1:1) to yield 14.8 g (99%) of (RS)-1-(2-bromo-phenyl)-ethanol as a colorless oil.

المصدر