Ethyl alpha-oxofuran-2-acetate → (Furan-2-yl)(hydroxy)acetic acid

HRID 2237453

반응식

HRID 2237453 반응식
C([O:3][C:4](=[O:12])[C:5]([C:7]1[O:8][CH:9]=[CH:10][CH:11]=1)=[O:6])C.[BH4-].[Na+]>CCO.O>[O:8]1[CH:9]=[CH:10][CH:11]=[C:7]1[CH:5]([OH:6])[C:4]([OH:12])=[O:3]

참가 물질

5

반응물 2

HCID 74230Ethyl alpha-oxofuran-2-acetateHCID 4311764Sodium borohydride

생성물 1

HCID 86860(Furan-2-yl)(hydroxy)acetic acid수율 70%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A solution of the product from step a.) (25 g, 135 mmol) in EtOH (250 ml) was cooled to 0° C. and treated with a solution of NaBH4 (2.5 g, 66 mmol) in H2O (27 ml) for 5 minutes. Next, the reaction mixture was quenched with AcOH (17 ml) and H2O (271 ml) and concentrated to dryness. The crude oil was dissolved in CH2Cl2 (300 ml), washed with brine (2×100 ml), dried (MgSO4) and concentrated providing 17.5 g (70%) of the above subtitle compound, which was carried forward without further purification.

후처리

  1. customNext, the reaction mixture was quenched with AcOH (17 ml) and H2O (271 ml)
  2. concentrationconcentrated to dryness
  3. dissolutionThe crude oil was dissolved in CH2Cl2 (300 ml)
  4. washwashed with brine (2×100 ml)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8be1c5878a6f405eb4d8bbf1b8bbe68a
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07718647B2

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