反応 #45384

反応方程式

3-iodobenzyl alcohol

dihydropyran

→

crude product

収率 103.6%

2-(3-Iodo-benzyloxy)-tetrahydro-pyran

収率 103.6%

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他The cooling bath was removed
2. 2
   workup.ADDITIONDiethyl ether (100 mL) was then added
3. 3
   その他The organic layer was separated
4. 4
   乾燥dried (MgSO4)
5. 5
   その他evaporated in vacuo

実験手順

para-Toluenesulfonic acid (100 mg, cat.) was added in one portion to a cooled solution (0 C) of 3-iodobenzyl alcohol (4.71 g, 0.02 mol) and dihydropyran (1.86 g, 0.022 mol) in dichloromethane (50 mL) under a nitrogen atmosphere. The cooling bath was removed and the reaction mixture was allowed to warm to room temperature over 1 hr. Diethyl ether (100 mL) was then added followed by saturated sodium hydrogen carbonate solution (100 mL). The organic layer was separated, dried (MgSO4) and evaporated in vacuo to yield the crude product (6.59 g) A332.1, which was used immediately without further purification. HPLC YMC S-5 4.6×33 mm (2 min grad): retention time 2.16 min, no M+H+ observed.

出典