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Triethylsilane → Ethyl 8-(2-ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoate

HRID 2268443
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HRID 2268443 반응식
[CH2:1]([O:3][C:4]([C:6]1([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:14][C:13]2[C:8](=[C:9]([O:21][CH3:22])[C:10]([O:19][CH3:20])=[C:11]([O:17][CH3:18])[C:12]=2[O:15][CH3:16])[CH:7]1O)=[O:5])[CH3:2].C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[CH2:1]([O:3][C:4]([C:6]1([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:7][C:8]2[C:13](=[C:12]([O:15][CH3:16])[C:11]([O:17][CH3:18])=[C:10]([O:19][CH3:20])[C:9]=2[O:21][CH3:22])[CH2:14]1)=[O:5])[CH3:2]
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참가 물질

4

반응물 2

HCID 12052TriethylsilaneHCID 18348646Ethyl 8-(2-ethoxycarbonyl-1-hydroxy-4,5,6,7-tetramethoxyindan-2-yl)octanoate

생성물 1

HCID 18348627Ethyl 8-(2-ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoate수율 35.9%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

To ethyl 8-(2-ethoxycarbonyl-1-hydroxy-4,5,6,7-tetramethoxyindan-2-yl)octanoate (3.77 g, 7.59 mmols), added was trifluoroacetic acid (40 ml) at room temperature, and then triethylsilane (4.85 ml, 30.4 mmols) was added thereto, and stirred for 15 minutes. The reaction mixture was concentrated in vacuo, a saturated aqueous sodium bicarbonate solution was added thereto, and extracted with ethyl acetate, and the resulting organic layer was washed with water and a saturated aqueous sodium chloride solution, and then dried. The solvent was evaporated out in vacuo, and the resulting crude product was purified by silica gel column chromatography (hexane:ethyl acetate=20:1 to 10:1) to obtain the entitled compound (1.31 g) as an oil.

후처리

  1. customat room temperature
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. additiona saturated aqueous sodium bicarbonate solution was added
  4. extractionextracted with ethyl acetate
  5. washthe resulting organic layer was washed with water
  6. dry with materiala saturated aqueous sodium chloride solution, and then dried
  7. customThe solvent was evaporated out in vacuo
  8. customthe resulting crude product was purified by silica gel column chromatography (hexane:ethyl acetate=20:1 to 10:1)

출처 및 근거

ORD 기록
ord-31191b1f24fc4300ba90abf5e6c7a7ea
출처 데이터셋
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06326369B1

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