1: 80 percent / Jones' reagent / acetone / 2 h / Ambient temperature 2: 55 percent / hydrazine hydrate, potassium hydroxide / bis-(2-hydroxy-ethyl) ether / 1.) reflux 1 h, 2.) remove water and excess hydrazine by distillation, reflux 3 h 3: boron trifluoride etherate / benzene / 18 h / Ambient temperature View Scheme

Multi-step reaction with 2 steps 1: 79 percent / 32percent HBr / acetic acid / 18 h / Ambient temperature2: 65 percent / silver perchlorate, water / acetone / 18 h / Ambient temperature  

With  jones' reagent in  acetone 2 h;  Ambient temperature;   

Multi-step reaction with 2 steps 1: 80 percent / Jones' reagent / acetone / 2 h / Ambient temperature2: 55 percent / hydrazine hydrate, potassium hydroxide / bis-(2-hydroxy-ethyl) ether / 1.) reflux 1 h, 2.) remove water and excess hydrazine by distillation, reflux 3 h