Benzyl chloroformate → HCID 18991262, compound

Participants

Reaction Steps

A solution of 25 g (155 mmol) of indole-3-carboxylic acid in 1500 mL H2O and 150 mL HOAc was charged with 25 g of 5% Rh/Al2O3 and the mixture hydrogenated at 60 psi for 30 hr at 60° C. The mixture was filtered through Celite® and evaporated in vacuo to a dark oil which was treated with benzylchloroformate (26.35 g; 155 mmol) under basic conditions substantially according to the procedures of Example 1,A. The crude product crystallized out of hot CH2Cl2 /hexanes to yield 16.06 g (53 mmol; 49%) of N-Cbz-3-perhydroindolylcarboxylic acid as a white solid.

Provenance & Evidence