Ethyl 2-oxocyclopentanecarboxylate → Ethyl 2-hydroxycyclopentanecarboxylate

HRID 851507

反応式

HRID 851507 の反応式
[BH4-].[Na+].[CH2:3]([O:5][C:6]([CH:8]1[CH2:12][CH2:11][CH2:10][C:9]1=[O:13])=[O:7])[CH3:4]>CO>[CH2:3]([O:5][C:6]([CH:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[OH:13])=[O:7])[CH3:4]

参加物

4

反応物 2

HCID 69136Ethyl 2-oxocyclopentanecarboxylateHCID 4311764Sodium borohydride

生成物 1

HCID 275611Ethyl 2-hydroxycyclopentanecarboxylate収率 69.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

1st method: 10 g of sodium borohydride are added to a solution of 62.4 g (0.4 mole) of 2-oxo-cyclopentylcarboxylic acid ethyl ester in 200 ml of methanol cooled to 0° C. When the reaction, which is followed by thin layer chromatography, is completed, the reaction mixture is poured with caution into an aqueous solution saturated with NaH2PO4. By extracting with ethyl ether and subsequently evaporating off the solvent, a residue is obtained which is purified by under vacuum distillation yielding 44 g of 2-hydroxy-cyclopentylcarboxylic acid ethyl ester (b.p. 87° C./0.3 mmHg).

後処理

  1. customWhen the reaction, which
  2. extractionBy extracting with ethyl ether
  3. customsubsequently evaporating off the solvent
  4. customa residue is obtained which
  5. distillationis purified by under vacuum distillation

出典と根拠

ORDレコード
ord-5780be3a1d174ff3a1060830fef272d9
出典データセット
uspto-grants-1983_05
特許番号
US04385062

関連ノート

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