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

HRID 2410385ノート

反応式

HRID 2410385 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 576867151-(Hydroxymethyl)-cyclopentanecarboxylic acid methyl ester収率 83.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3345c1c747db4480b6f816670a4b08f4
出典データセット
uspto-grants-2014_08
特許番号
US08816090B2

反応ノート

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