Water → HCID 54036189, 화합물

HRID 1700049

반응식

HRID 1700049 반응식
[OH:1][CH2:2][CH:3]=[C:4]([CH3:32])[CH2:5][CH:6]([OH:31])[CH:7]=[C:8]([CH3:30])[CH2:9][CH:10]([C:21]1[C:26]([CH3:28])([CH3:27])[CH2:25][CH2:24][CH2:23][C:22]=1[CH3:29])[S:11]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)(=[O:13])=[O:12].C(=O)([O-])[O-].[Na+].[Na+].[C:39](OC(=O)C)(=[O:41])[CH3:40].O>CCCCCC.[Cl-].C([N+](C)(C)C)CCCCCCCCCCC>[C:39]([O:1][CH2:2][CH:3]=[C:4]([CH3:32])[CH2:5][CH:6]([OH:31])[CH:7]=[C:8]([CH3:30])[CH2:9][CH:10]([C:21]1[C:26]([CH3:27])([CH3:28])[CH2:25][CH2:24][CH2:23][C:22]=1[CH3:29])[S:11]([C:14]1[CH:15]=[CH:16][C:17]([CH3:20])=[CH:18][CH:19]=1)(=[O:12])=[O:13])(=[O:41])[CH3:40]

참가 물질

7

반응물 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 10340Sodium CarbonateHCID 70169338HCID 70169338, 화합물

생성물 1

HCID 54036189HCID 54036189, 화합물수율 92%

시약·촉매·용매 2

HCID 8152Dodecyltrimethylammonium chloride촉매HCID 8058Hexane용매

실험 절차

In a dry flask, 60 mg (0.13 mmol) of 1,5-dihydroxy-3,7-dimethyl-9-(2,6,6-trimehylcyclohexene-1-yl)-9-(4-methylphenysulfonyl)-nona-2,6-diene (hereinafter, referred to as compound [IV-1]) was charged and dissolved in 20 ml of n-hexane, and 3.4 mg (0.013 mmol) of n-dodecyltrimethylammonium chloride, 14 mg (0.13 mmol) of sodium carbonate and 13.3 mg (0.13 mmol) of acetic anhydride were added thereto. After stirring at room temperature for twenty hours, disappearance of the starting material was confirmed, and then water was added to the reaction mass. After extracting with ether, the organic layer was washed with an aqueous solution of ammonium chloride and a saturated aqueous solution of sodium chloride in order. After drying over anhydrous magnesium sulfate, the organic layer was concentrated to give a crude product. The crude product was purified by silica gel chromatography to give l-acetoxy-5-hydroxy-3,7-dimethyl-9-(2,6,6-trimethylcyclohexene-1-yl)-9-(4-methylphenylsulfonyl)-nona-2,6-diene (hereinafter, referred to as compound [III-1]) in a yield of 92%.

후처리

  1. addition) was charged
  2. extractionAfter extracting with ether
  3. washthe organic layer was washed with an aqueous solution of ammonium chloride
  4. dry with materialAfter drying over anhydrous magnesium sulfate
  5. concentrationthe organic layer was concentrated
  6. customto give a crude product
  7. customThe crude product was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-951925395a8c4140a25662efa1524dd5
출처 데이터셋
uspto-grants-2002_02
특허 번호
US06348622B1

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