HCID 131734940, compound → Tert-butyl (2-chloro-5-cyano-3-(4-hydroxybutan-2-yl)phenyl)carbamate

Participants

Reaction Steps

Tert-butyl (2-chloro-5-cyano-3-(4-hydroxybut-1-en-2-yl)phenyl)carbamate (272 mg, 0.843 mmol) was taken up in EtOH (8 mL) and the flask was evacuated and filled with N2 3×. Next, platinum (IV) oxide (19.14 mg, 0.084 mmol) was added, and the flask was purged again. The reaction was stirred under 1 atm hydrogen at room temperature for 3 h. The reaction was monitored by TLC. The reaction mixture was filtered through celite, rinsing with MeOH. The solvent was removed in vacuo and the material was purified by flash column chromatography (0-40% EtOAc/Hex; 40 g column). Tert-butyl (2-chloro-5-cyano-3-(4-hydroxybutan-2-yl)phenyl)carbamate (161 mg) was obtained as a colorless glassy liquid.

Provenance & Evidence