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Acetonitrile → HCID 12816582, 화합물

HRID 428821
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HRID 428821 반응식
[CH3:1][O:2][C:3](=[O:34])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C@@H:10]1[C@@H:14](/[CH:15]=[CH:16]/[CH2:17][C:18]([OH:24])([CH3:23])[CH2:19][CH2:20][CH2:21][CH3:22])[CH:13]([O:25][Si](C(C)(C)C)(C)C)[CH2:12][C:11]1=[O:33].C(#N)C.F>O>[CH3:1][O:2][C:3](=[O:34])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C@@H:10]1[C@@H:14](/[CH:15]=[CH:16]/[CH2:17][C:18]([OH:24])([CH3:23])[CH2:19][CH2:20][CH2:21][CH3:22])[CH:13]([OH:25])[CH2:12][C:11]1=[O:33]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 14917Hydrofluoric AcidHCID 131722977HCID 131722977, 화합물

생성물 1

HCID 12816582HCID 12816582, 화합물수율 99%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Into a Teflon container were placed (±)-methyl(16RS, 13E)-11-tert-butyldimethylsilyloxy-16-hydroxy-16-methyl-9-oxoprost-13-en-1-oate (1.89 g, 3.81 mmol) and acetonitrile (50 ml), whereby 46% hydrofluoric acid (4.5 ml) was added and stirred at room temperature for 2 h. The reaction mixture was added with water (120 ml) and extracted with methylene chloride (60 ml) two times. The combined organic layer was washed with a saturated aqueous sodium hydrogencarbonate, a saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and concentrated in vacuo to remove solvent. The residue was purified by silica gel column chromatography [ethyl acetate/hexane (2/1)] to give 1.44 g (99% yield) of Misoprostol;

후처리

  1. additionwas added
  2. extractionextracted with methylene chloride (60 ml) two times
  3. washThe combined organic layer was washed with a saturated aqueous sodium hydrogencarbonate
  4. dry with materiala saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customto remove solvent
  7. customThe residue was purified by silica gel column chromatography [ethyl acetate/hexane (2/1)]

출처 및 근거

ORD 기록
ord-5635780cd49b4888a999365eb8dceca2
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06313341B1

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