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ChemicalBook CAS DataBase List 2-(4-BROMO-PHENYL)-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
943750-38-7

2-(4-BROMO-PHENYL)-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER synthesis

6synthesis methods
383127-22-8 Synthesis
2-(4-BROMO-PHENYL)-PYRROLIDINE

383127-22-8
116 suppliers
$31.00/250mg

24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
833 suppliers
$13.50/25G

-

Yield:943750-38-7 99%

Reaction Conditions:

in tetrahydrofuran at 20; for 2 h;

Steps:

2 tert-butyl 2-(4-bromophenyl )pyrrolidine-l -carboxylate

To a stirred solution of 2-(4-bromophenyl)pyrrolidine (8.40 g, 37.15 mmol) in tetrahydrofuran (100 mL) was added di -tert-butyl dicarbonate (9.24 g, 42.34 mmol) at room temperature. The resulting solution was stirred for 2 h at room temperature. The resulting solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluting with l%-50% ethyl acetate in petroleum ether to afford tert-butyl 2-(4-bromophenyl)pyrrolidine-l -carboxylate as a white solid. Yield 12.00 g (99%). 'H NMR (400 MHz, CDC13) d 7.43 (d, J = 8.4 Hz, 2H), 7.07 (d, J = 8.4 Hz, 2H), 4.97-4.83 (m, 0.3H), 4.83-4.66 (m, 0.7H), 3.72-3.27 (m, 2H), 2.42-2.22 (m, 1H), 1.97-1.84 (m, 2H), 1.83-1.71 (m, 1H), 1.47 (s, 3H), 1.22 (s, 6H). m/z: [ESI+] 270, 272 (M+H-56)+.

References:

WO2022/150316,2022,A1 Location in patent:Paragraph 00236; 00414-00415

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