Benzophenone → HCID 25242003、化合物

Benzophenone (5.47 g) was dissolved in tetrahydrofuran under an argon atmosphere. Titanium(IV) tetraisopropoxide (13.3 mL) was added to the solution at room temperature. After 0.25 h, (3S)-3-hydroxypyrrolidine (2.61 g) in tetrahydrofuran (5.5 mL) was added dropwise to the mixture, and the resultant mixture was stirred at room temperature for 1 hour. After 1 h, polymethylhydrosiloxane (5.8 mL) was added to the reaction mixture, and the resultant mixture was stirred. After 19 h, a 28 wt. % aqueous sodium hydroxide solution (60 mL) was added to the reaction mixture, and the resultant mixture was refluxed for 0.5 hour. The temperature of the reaction mixture was lowered to room temperature and then extracted with toluene. The formed aqueous layer was again extracted with toluene, and the organic layers were combined together, washed with saturated brine, and then dried over sodium sulfate. The drying agent was removed through filtration, and the filtrate was concentrated under reduced pressure, to thereby yield crystalline residue. The residue was subjected to silica gel chromatography, to thereby give the target compound (4.65 g, yield 61.2%). The target compound was purified through recrystallization from isopropyl alcohol.

1. waitAfter 1 h
2. waitAfter 19 h
3. customwas lowered to room temperature
4. extractionextracted with toluene
5. extractionThe formed aqueous layer was again extracted with toluene
6. washwashed with saturated brine
7. dry with materialdried over sodium sulfate
8. customThe drying agent was removed through filtration
9. concentrationthe filtrate was concentrated under reduced pressure

ORDレコード

ord-bde95cfbe25849558d332b2ad9407c96

出典データセット

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07994344B2