تفاعل #76379

معادلة التفاعل

(6-benzyloxy-naphthalen-2-yl)-methanol

(6-Benzyloxy -naphthalen-2-yl)-methanol

phosphorus tribromide

→

2-benzyloxy-6-bromomethyl-naphthalene

2-Benzyloxy-6-bromomethyl-naphthalen

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched with water
2. 2
   استخلاصextracted with dichloromethane
3. 3
   غسيلwashed with brine
4. 4
   تجفيفdried over MgSO4
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىPurification by chromatography
7. 7
   أخرىon silica gel (dichloromethane) and recrystallization from acetonitrile

الإجراء التجريبي

To a solution of (6-benzyloxy-naphthalen-2-yl)-methanol (17) (1 equi.) in CH2Cl2 (4 mL/mmole), a solution of phosphorus tribromide (4 mL/mmole), (0.4 equi.) was added at room temperature. The reaction mixture was stirred at that temperature for 24 h, quenched with water, extracted with dichloromethane, washed with brine, dried over MgSO4, and concentrated in vacuo. Purification by chromatography on silica gel (dichloromethane) and recrystallization from acetonitrile afforded 2-benzyloxy-6-bromomethyl-naphthalene (18) a white solid (92%).

المصدر