1: 99 percent / NaBH4 / methanol 2: 73 percent / SOCl2 View Scheme

thionyl chloride 1 h; Heating;

1: 50 percent / sodium formate, 32percent NaOH / 5percent Pd/C, benzyltriethylammonium chloride / H2O / 48 h / Heating 2: 6 percent / m-chloroperbenzoic acid / CHCl3 / 1 h / 25 °C 3: 72 percent / 0.25 h / Heating 4: 97 percent / K2CO3 / ethanol / 1 h 5: 73 percent / thionyl chloride / 1 h / Heating View Scheme

N-chloro-succinimide; meta-chloroperoxybenzoic acid in tetrachloromethane 24 h; Further byproducts given;

N-chloro-succinimide; meta-chloroperoxybenzoic acid in tetrachloromethane 24 h; Heating; Yield given;

N-chloro-succinimide; dibenzoyl peroxide in tetrachloromethane 24 h; Reflux;

1: 72 percent / 0.25 h / Heating 2: 97 percent / K2CO3 / ethanol / 1 h 3: 73 percent / thionyl chloride / 1 h / Heating View Scheme

1: 97 percent / K2CO3 / ethanol / 1 h 2: 73 percent / thionyl chloride / 1 h / Heating View Scheme