1-Chloroethyl chloroformate → Methyl 2,3-dihydro-1H-isoindole-4-carboxylate--hydrogen chloride (1/1)

Temperature

-10 °C

To a solution of 2-benzyl-2,3-dihydro-1H-isoindole-4-carboxylic acid methyl ester (0.3 g, 1.12 mmol) in dichloromethane (4 ml) at −10° C., was added dropwise α-chloroethyl chloroformate (0.16 ml, 1.46 mmol) and stirred at −10° C. for 30 mins. The solvent was removed by evaporation under reduced pressure and the residue dissolved in methanol (5 ml) and heated to 90° C. for 40 mins. The solution was cooled to room temperature and the solvent removed by evaporation under reduced pressure. The residue was diluted with ethyl acetate (30 ml), extracted into sat. NaOH solution to give a hygroscopic solid, used without further purification.

1. customThe solvent was removed by evaporation under reduced pressure
2. dissolutionthe residue dissolved in methanol (5 ml)
3. temperatureheated to 90° C. for 40 mins
4. temperatureThe solution was cooled to room temperature
5. customthe solvent removed by evaporation under reduced pressure
6. additionThe residue was diluted with ethyl acetate (30 ml)
7. extractionextracted into sat. NaOH solution
8. customto give a hygroscopic solid
9. customused without further purification

ORD record

ord-3fb2d936563a4b9095f5ce5b3f2dcfd0

Source dataset

uspto-grants-2006_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07053122B2