Reaction #92706

Reaction equation

tert-butyl (1S,2R)-1-{[(S)-tert-butylsulfinyl]amino}-7-methylindane-2-carboxylate

hydrogen chloride ethyl acetate

→

tert-butyl (1S,2R)-1-amino-7-methylindane-2-carboxylate

Yield 89.3%

Solvents

ethyl acetate

Conditions

Workup

1. 1
   OtherThe solvent was evaporated under reduced pressure
2. 2
   workup.ADDITIONto the obtained residue were added a saturated aqueous sodium hydrogen carbonate solution and ethyl acetate
3. 3
   Othera layer separation operation
4. 4
   WashThe organic layer was washed with water and saturated brine
5. 5
   Dryingdried over anhydrous magnesium sulfate
6. 6
   Otherthe solvent was evaporated under reduced pressure

Procedure

To a solution of 140 mg of tert-butyl (1S,2R)-1-{[(S)-tert-butylsulfinyl]amino}-7-methylindane-2-carboxylate in 9.1 ml of ethyl acetate was added 0.88 ml of a 4 M hydrogen chloride/ethyl acetate solution, followed by stirring at room temperature for 2 hours. The solvent was evaporated under reduced pressure, and to the obtained residue were added a saturated aqueous sodium hydrogen carbonate solution and ethyl acetate to carry out a layer separation operation. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain 88 mg of tert-butyl (1S,2R)-1-amino-7-methylindane-2-carboxylate.

Source