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Tetrahydrofuran → HCID 131728907, 화합물

HRID 551657
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HRID 551657 반응식
O1CCCC1.COP([CH2:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])(OC)=O.[H-].[Na+].[CH:22]1([C:27]2[CH2:28][CH:29]3[CH:32]([CH:33]=2)[C:31](=O)[CH2:30]3)[CH2:26][CH2:25][CH2:24][CH2:23]1>O>[CH:22]1([C:27]2[CH2:33][C@@H:32]3[C@H:29]([CH:28]=2)[C:30](=[CH:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:31]3)[CH2:23][CH2:24][CH2:25][CH2:26]1
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참가 물질

6

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HCID 8028Tetrahydrofuran3회HCID 24758Sodium hydrideHCID 4564495tert-Butyl DimethylphosphonoacetateHCID 671994463-Cyclopentylbicyclo[3.2.0]hept-3-en-6-one

생성물 1

HCID 131728907HCID 131728907, 화합물

시약·촉매·용매 1

HCID 962Water용매

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온도
0 °C

실험 절차

A tetrahydrofuran (15 mL) solution of tert-butyl dimethylphosphonoacetate (3.21 g, 14.4 mmol) was added dropwise at 0° C. over 15 minutes to a tetrahydrofuran (15 mL) suspension of sodium hydride (0.59 g, 63%, 15.7 mmol), and the mixture was stirred at 0° C. for 25 minutes. To this solution, a tetrahydrofuran (15 mL) solution of 3-cyclopentylbicyclo[3.2.0]hept-3-en-6-one (2.30 g, 13.1 mmol) was added dropwise at 0° C. over 10 minutes, and the mixture was stirred at room temperature for 16 hours. The mixture was treated with water, followed by extraction with diethyl ether. The organic layer was dried over anhydrous magnesium sulfate. Then, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain the compound of interest as a yellow oil substance (3.30 g, 92%).

후처리

  1. stirringthe mixture was stirred at room temperature for 16 hours
  2. extractionfollowed by extraction with diethyl ether
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. distillationThen, the solvent was distilled off under reduced pressure
  5. customthe residue was purified by silica gel column chromatography
  6. customto obtain the compound of interest as a yellow oil substance (3.30 g, 92%)

출처 및 근거

ORD 기록
ord-0a684cbeff404465a59c378ee8c9bccb
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07947738B2

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