Reaction #92698

Reaction equation

rac-(1R,2R)-1-[(tert-butoxycarbonyl)amino]indane-2-carboxylic acid

methanol

thionyl chloride

→

methyl rac-(1R,2R)-1-aminoindane-2-carboxylate hydrochloride

Conditions

Workup

1. 1
   OtherThe solvent was evaporated to about a half amount
2. 2
   workup.ADDITIONunder reduced pressure, to the obtained residue was added diethyl ether
3. 3
   Filtrationthe insoluble material was collected by filtration
4. 4
   Otherdried

Procedure

To a suspension of 750 mg of rac-(1R,2R)-1-[(tert-butoxycarbonyl)amino]indane-2-carboxylic acid in 15 ml of methanol was added 0.40 ml of thionyl chloride, followed by stirring overnight. The solvent was evaporated to about a half amount thereof under reduced pressure, to the obtained residue was added diethyl ether, and the insoluble material was collected by filtration and dried to obtain 512 mg of methyl rac-(1R,2R)-1-aminoindane-2-carboxylate hydrochloride.

Source