Hydrogen Peroxide → HCID 22730343, 화합물

HRID 2356132노트

반응식

HRID 2356132 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH:9]=[CH2:10])[CH:6]=[CH:5][C:4]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17]([O:19][CH3:20])=[O:18])=[CH:13][CH:12]=1.B.C(=O)([O-])[O-:23].[Na+].[Na+].OO>C1COCC1.C(OCC)(=O)C>[OH:23][CH2:10][CH2:9][C:7]1[CH:6]=[CH:5][C:4]([C:11]2[CH:12]=[CH:13][C:14]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:16]=2)=[C:3]([O:2][CH3:1])[CH:8]=1

참가 물질

7

반응물 4

HCID 784Hydrogen PeroxideHCID 6331BoraneHCID 10340Sodium CarbonateHCID 22730842HCID 22730842, 화합물

생성물 1

HCID 22730343HCID 22730343, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

A solution of Example 445A (228 mg) and 1M borane in THF (1.2 mL) in THF (2 mL) at room temperature was stirred for 5 hours, and treated sequentially with 2M sodium carbonate (1 mL) and 33% hydrogen peroxide (1 mL). The mixture was heated to 60° C. for 1 hour, diluted with ethyl acetate (1100 mL), washed with water (45 mL) and brine (110 mL), dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 20-40% ethyl acetate/hexanes to provide the desired product.

후처리

  1. washwashed with water (45 mL) and brine (110 mL)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe concentrate was purified by flash column chromatography on silica gel with 20-40% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-8ef4d9e9243f448fa5cb632197406639
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07754886B2

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