Reaction #94597

Reaction equation

water

2-methoxy-α-chloroacetophenone

dioxane

sodium borohydride

→

α-chloromethyl-2-methoxybenzylalcohol

Conditions

Workup

1. 1
   ExtractionThe aqueous mixture is extracted with benzene
2. 2
   OtherThen, the extract is dried
3. 3
   Otherevaporated
4. 4
   Otherto remove solvent

Procedure

4.55 g of 2-methoxy-α-chloroacetophenone are dissolved in 70 ml of dioxane, and 30 ml of water are added thereto. 1.5 g of sodium borohydride are added gradually to the solution at 10° to 20° C. Then, the mixture is stirred at room temperature for 3 hours. The reaction mixture is poured into ice-water. The aqueous mixture is extracted with benzene. Then, the extract is dried and evaporated to remove solvent. 3.7 g of α-chloromethyl-2-methoxybenzylalcohol are obtained as a crude oil.

Source