Triethylamine → 2,2,2-Trichloroethyl (+/-)-[2-(3',4'-dihydro-2'-hydroxyspiro[cyclopentane-1,1'(2'H)-naphthalen]-2'-yl)ethyl]carbamate

온도

0 °C

A solution of the product from Example 9 (0.88 g, 3.59 mmol) and triethylamine (0.40 g, 3.78 mmol) in 10 mL of CH2Cl2 was cooled to 0° C. and treated dropwise with 2,2,2-trichloroethylchloroformate (0.80 g, 3.78 mmol) in 2 mL CH2Cl2. The resulting solution was stirred at 0° C. for 30 minutes and warmed to room temperature. The reaction mixture was washed with saturated aq. NaHCO3 solution (10 mL). The aqueous phase was extracted with CH2Cl2 (10 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated. The residue was purified by chromatography (silica gel, 10:1 heptane/ethyl acetate) to give the title compound (1.18 g, 78%) as a viscous oil.

1. temperaturewarmed to room temperature
2. washThe reaction mixture was washed with saturated aq. NaHCO3 solution (10 mL)
3. extractionThe aqueous phase was extracted with CH2Cl2 (10 mL)
4. dry with materialThe combined organic extracts were dried (MgSO4)
5. filtrationfiltered
6. concentrationconcentrated
7. customThe residue was purified by chromatography (silica gel, 10:1 heptane/ethyl acetate)

ORD 기록

ord-01efe08bb86845ba8cb6c06c77c689fa

출처 데이터셋

uspto-grants-1993_09

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US05245028