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Sodium Chloride → HCID 131717409, 화합물

HRID 1197066
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HRID 1197066 반응식
[OH:1][CH:2]([CH2:26][CH2:27][CH2:28][OH:29])/[CH:3]=[CH:4]/[CH:5]=[C:6]1[C:10](=[O:11])[C:9]([S:12][CH3:13])=[CH:8][C:7]1([OH:25])[CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[C:30](Cl)(=[O:32])[CH3:31].[Cl-].[Na+].[O:36](CCCCC1C(=O)CCC=1)[C:37]1C=CC=C[CH:38]=1>ClCCl.C(N(CC)CC)C>[C:30]([O:1][CH:2]([CH2:26][CH2:27][CH2:28][O:29][C:37](=[O:36])[CH3:38])/[CH:3]=[CH:4]/[CH:5]=[C:6]1[C:10](=[O:11])[C:9]([S:12][CH3:13])=[CH:8][C:7]1([OH:25])[CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:32])[CH3:31]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 5234Sodium ChlorideHCID 6367Acetyl chlorideHCID 21570786HCID 21570786, 화합물HCID 86745875HCID 86745875, 화합물

생성물 1

HCID 131717409HCID 131717409, 화합물수율 43%

시약·촉매·용매 2

HCID 6344Dichloromethane용매
HCID 8471
Triethylamine
용매

실험 절차

To a solution of 23 mg of 5-[(E)-4,7-dihydroxy-2-heptenylidene]-4-hydroxy-2-methylthio-4-(4-phenoxybutyl)-2-cyclopentenone obtained in Example 91 dissolved in 2 ml of dichloromethane was added 200 μl of triethylamine. Under ice-cooling and stirring. 20 μl of acetylchloride was added, and the mixture was stirred at 0° C. for 2 hours. Saturated aqueous sodium chloride was added, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, filtrate and concentrated, followed by silica gel column chromatography to give 11 mg (yield 43%) of 5-[(E)-4,7-diacetoxy-2-heptenylidene]-4-hydroxy-2-methylthio-4-(4-phenoxybutyl)-2-cyclopentenone (J) and 4 mg (yield 17%) of 5-[(E)-4,7-diacetoxy-2-heptenylidene]-4-acetoxy-2-methylthio-4-(4-phenoxybutyl-2-cyclopentenone (K).

후처리

  1. temperatureUnder ice-cooling
  2. stirringthe mixture was stirred at 0° C. for 2 hours
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous sodium sulfate, filtrate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-319c70d042bf4526b96dd0d44b1a2fa2
출처 데이터셋
uspto-grants-1992_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05116869

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