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Sodium borohydride → HCID 178520751, 화합물

HRID 516872
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HRID 516872 반응식
[O:1]=[C:2]1[CH2:7][CH2:6][CH:5]([CH2:8][C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:4][CH2:3]1.[BH4-].[Na+]>CO>[OH:1][C@@H:2]1[CH2:3][CH2:4][C@H:5]([CH2:8][C:9]([O:11][CH2:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[O:10])[CH2:6][CH2:7]1
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 58069819Benzyl 2-(4-oxocyclohexyl)acetate

생성물 1

HCID 178520751HCID 178520751, 화합물수율 18%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Benzyl 2-(4-oxocyclohexyl)acetate (5.0 g, 20.3 mmol) was dissolved in methanol (150 ml), NaBH4 (770 mg, 20.3 mmol) was added by portions to the solution at 0° C., and the mixture was stirred for 2 hr. The mixture was concentrated under reduced pressure, followed by separation with ethyl acetate and water. The organic layer was washed with saturated brine and was dried over anhydrous magnesium sulfate, and the filtrate was concentrated under reduced pressure. The residue was chromatographed on silica gel column (hexane:ethyl acetate=85:15) to give the title compound as an oil (900 mg, yield 18%).

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customfollowed by separation with ethyl acetate and water
  3. washThe organic layer was washed with saturated brine
  4. dry with materialwas dried over anhydrous magnesium sulfate
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe residue was chromatographed on silica gel column (hexane:ethyl acetate=85:15)

출처 및 근거

ORD 기록
ord-ada0855dd3a948eb81197ffce79086b2
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09115079B2

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