Triethylsilane → ethyl (5-methyl-2,3-dihydro-1H-inden-2-yl)carbamate

HRID 1893514노트

반응식

HRID 1893514 반응식
O[CH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH3:11])[CH:9]=2)[CH2:4][CH:3]1[NH:12][C:13](=[O:17])[O:14][CH2:15][CH3:16].C([SiH](CC)CC)C>ClCCCl.O>[CH3:11][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[CH2:4][CH:3]([NH:12][C:13](=[O:17])[O:14][CH2:15][CH3:16])[CH2:2]2

참가 물질

5

반응물 2

HCID 12052TriethylsilaneHCID 86650777ethyl (1-hydroxy-6-methyl-2,3-dihydro-1H-inden-2-yl)carbamate

생성물 1

HCID 86650778ethyl (5-methyl-2,3-dihydro-1H-inden-2-yl)carbamate수율 91%

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매2회HCID 962Water용매

실험 절차

With stirring at room temperature, the compound (3.30 g, 13.9 mmol) obtained in step C, triethylsilane (4.4 ml, (27.8 mmol) and boron trifluoride-diethyl ether complex (3.4 ml, 27.8 mmol) dissolved in 1,2-dichloroethane (20 ml) were added to 1,2-dichloroethane (90 ml), and the mixture was stirred at 83° C. for 1 hr. After cooling to room temperature, the reaction mixture was diluted with water, and extracted with dichloromethane. The organic layer was washed with diluted aqueous sodium hydroxide solution, diluted hydrochloric acid and saturated brine, and dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure to give the title compound (2.76 g, yield 91%) as a pale-yellow solid.

후처리

  1. stirringthe mixture was stirred at 83° C. for 1 hr
  2. temperatureAfter cooling to room temperature
  3. extractionextracted with dichloromethane
  4. washThe organic layer was washed with diluted aqueous sodium hydroxide solution, diluted hydrochloric acid and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationThe solution was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-6c5553e576ea4c9e9597452e5754dd31
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08513235B2

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