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

HRID 1893514ノート

反応式

HRID 1893514 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒2 回HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6c5553e576ea4c9e9597452e5754dd31
出典データセット
uspto-grants-2013_08
特許番号
US08513235B2

反応ノート

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