1: ethyl chloroformate, NaHCO3 / benzene / 0.25 h 2: dimethylformamide / 20 h 3: 1) KOH; 2) HCl / 1) methanol, water, reflux, 1.5 h; 2) water, 2 h View Scheme

1: NaBH4 / ethanol / 0.5 h / Ambient temperature 2: 70.7 percent / potassium carbonate / dimethylformamide / 0.5 h / Ambient temperature View Scheme

1: 1.) ozone, 2.) dimethyl sulfide / 1.) CH2Cl2, -70 deg C, 10 min, 2.) CH2Cl2, RT, 1 h 2: 0.1 N sodium methoxide / ethanol / 0.5 h / 0 °C 3: NaBH4 / ethanol / 0.5 h / Ambient temperature 4: 70.7 percent / potassium carbonate / dimethylformamide / 0.5 h / Ambient temperature View Scheme

1: 0.1 N sodium methoxide / ethanol / 0.5 h / 0 °C 2: NaBH4 / ethanol / 0.5 h / Ambient temperature 3: 70.7 percent / potassium carbonate / dimethylformamide / 0.5 h / Ambient temperature View Scheme

1.1: acetic acid; bromine / 2 h / 20 °C 2.1: potassium carbonate / acetone / |Reflux 3.1: potassium hydroxide; water; copper; copper(II) oxide / 1 h / 140 °C / |Inert atmosphere; |Microwave irradiation 4.1: 3,4,5-trimethoxyphenylboronic acid / toluene / 1 h / |Reflux; |Dean-Stark 4.2: 46 h / 100 °C / |Molecular sieve; |Sealed tube 4.3: 2 h / |Reflux 5.1: potassium carbonate / acetone / 4 h / |Reflux View Scheme

1.1: potassium carbonate / acetone / |Reflux 2.1: potassium hydroxide; water; copper; copper(II) oxide / 1 h / 140 °C / |Inert atmosphere; |Microwave irradiation 3.1: 3,4,5-trimethoxyphenylboronic acid / toluene / 1 h / |Reflux; |Dean-Stark 3.2: 46 h / 100 °C / |Molecular sieve; |Sealed tube 3.3: 2 h / |Reflux 4.1: potassium carbonate / acetone / 4 h / |Reflux View Scheme

1.1: potassium hydroxide; water; copper; copper(II) oxide / 1 h / 140 °C / |Inert atmosphere; |Microwave irradiation 2.1: 3,4,5-trimethoxyphenylboronic acid / toluene / 1 h / |Reflux; |Dean-Stark 2.2: 46 h / 100 °C / |Molecular sieve; |Sealed tube 2.3: 2 h / |Reflux 3.1: potassium carbonate / acetone / 4 h / |Reflux View Scheme

3-chloro-benzenecarboperoxoic acid in chloroform 48 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Yield given. Multistep reaction;