Ethyl Acetate → 1-(Hydroxymethyl)-cyclopentanecarboxylic acid methyl ester

HRID 2410385노트

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HRID 2410385 반응식
[CH:1]([C:3]1([C:8]([O:10][CH3:11])=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4]1)=[O:2].[BH4-].[Na+].C(OCC)(=O)C>C(O)C>[OH:2][CH2:1][C:3]1([C:8]([O:10][CH3:11])=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4]1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 4311764Sodium borohydrideHCID 10931680Methyl 1-formylcyclopentanecarboxylate

생성물 1

HCID 576867151-(Hydroxymethyl)-cyclopentanecarboxylic acid methyl ester수율 83.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of methyl 1-formylcyclopentanecarboxylate (954 mg, 6.11 mmol, Synthesis 1997, 32-34) in ethanol (10 mL) was added sodium tetrahydroborate (104 mg, 2.75 mmol) at ambient temperature. After being stirred for 30 min, the mixture was concentrated in vacuo to give an oil. The residual oil was dissolved with ethyl acetate, and the solution was washed with brine. The extract was dried over magnesium sulfate and concentrated in vacuo to afford 806 mg (83%) of the title compound as a colorless oil. The crude product was used in the next step without further purification.

후처리

  1. concentrationthe mixture was concentrated in vacuo
  2. customto give an oil
  3. washthe solution was washed with brine
  4. dry with materialThe extract was dried over magnesium sulfate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-3345c1c747db4480b6f816670a4b08f4
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08816090B2

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