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Pyridine → HCID 15723380, 화합물

HRID 654952
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HRID 654952 반응식
[C:1]([O:4][CH:5]([C:15]1[CH:16]=[C:17]([Si:20]([CH3:23])([CH3:22])[CH3:21])[O:18][CH:19]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14])(=[O:3])[CH3:2].N1C=CC=CC=1.[C:30](Cl)(=[O:32])[CH3:31]>O1CCCC1>[C:1]([O:4][CH:5]([C:15]1[CH:16]=[C:17]([Si:20]([CH3:23])([CH3:22])[CH3:21])[O:18][CH:19]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][C:30](=[O:32])[CH3:31])(=[O:3])[CH3:2]
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참가 물질

5

반응물 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 15723379HCID 15723379, 화합물

생성물 1

HCID 15723380HCID 15723380, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To 4-(1-acetoxy-9-hydroxynonyl)-2-trimethylsilylfuran (0.075 g, 0.221 mmol) and pyridine (0.056 g, 0.662 mmol) in tetrahydrofuran (2 ml) under argon at 0° was added dropwise acetyl chloride (0.052 g, 0.662 mmol). The mixture was warmed to room temperature, stirred for one hour, quenched with water and extracted into ethyl ether. The organic portion was washed with 10% hydrochloric acid, saturated sodium bicarbonate, aqueous 5% cupric sulfate solution, water, saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated to an oil. Purification by flash chromatography (silica, 5 to 10% ethyl acetate/hexane) gave the desired product.

후처리

  1. customquenched with water
  2. extractionextracted into ethyl ether
  3. washThe organic portion was washed with 10% hydrochloric acid, saturated sodium bicarbonate, aqueous 5% cupric sulfate solution, water, saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated to an oil
  7. customPurification by flash chromatography (silica, 5 to 10% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-447c0ed11a99485c99504677fd87a9b4
출처 데이터셋
uspto-grants-1992_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05134128

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