反应详情

3-Acetoxy-4-methoxy-benzoic acid (5.00 g, 23.8 mmol) was dissolved in DCM (50 ml). DMF (167 mg, 2.38 mmol) and oxalyl chloride (35.6 ml of a 2 M solution in DCM) were added at room temperature. The mixture was stirred for 20 min, evaporated to dryness in vacuo, the residue redissolved in DCM and evaporated again. The residue was dissolved in DCM and slowly added to a stirred mixture of 2-amino-indane-2-carboxylic acid methyl ester hydrochloride (5.42 g, 23.8 mmol), EA and an excess of a saturated aqueous sodium hydrogencarbonate solution. After 90 min the organic layer was separated and washed with a saturated sodium hydrogencarbonate solution, 2 M hydrochloric acid and a saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated to dryness to give 8.95 g of the title compound.

1. customevaporated to dryness in vacuo
2. dissolutionthe residue redissolved in DCM
3. customevaporated again
4. dissolutionThe residue was dissolved in DCM
5. customAfter 90 min the organic layer was separated
6. washwashed with a saturated sodium hydrogencarbonate solution, 2 M hydrochloric acid
7. dry with materiala saturated sodium chloride solution, dried over sodium sulfate
8. filtrationfiltered
9. customevaporated to dryness