Water → tert-Butyl (3R)-3-formylpiperidine-1-carboxylate

온도

-78 °C

A 1.2 M solution of diisobutylaluminum hydride in toluene (30.8 ml, 36.9 mmol) was added at −78° C. to a solution of (3R)-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (4.13 g, 16.1 mmol) in diethyl ether (30 ml). The reaction mixture was stirred for 2.5 h at −78° C. Water (9.6 ml) was added dropwise. The reaction mixture was warmed to room temperature. The precipitation was removed by filtration through a plug of celite. The celite was washed with tert-butyl methyl ether (3×100 ml). The liquids were combined and dried over magnesium sulfate. The solvent was removed in vacuo, to give 1.94 g of crude (3R)-3-formylpiperidine-1-carboxylic acid tert-butyl ester, which was used for the next step without further purification.

1. temperatureThe reaction mixture was warmed to room temperature
2. customThe precipitation
3. customwas removed by filtration through a plug of celite
4. washThe celite was washed with tert-butyl methyl ether (3×100 ml)
5. dry with materialdried over magnesium sulfate
6. customThe solvent was removed in vacuo

ORD 기록

ord-f4ba397598e74c83b2a4ebcdae08c767

출처 데이터셋

uspto-grants-2005_07

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06919315B1