5-[(Benzyloxy)methyl]-4-hydroxyfuran-2(5H)-one → 4-hydroxy-5-hydroxymethylfuran-2(5H)-one

HRID 552915ノート

反応式

HRID 552915 の反応式
C([O:8][CH2:9][CH:10]1[O:14][C:13](=[O:15])[CH:12]=[C:11]1[OH:16])C1C=CC=CC=1.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[OH:16][C:11]1[CH:10]([CH2:9][OH:8])[O:14][C:13](=[O:15])[CH:12]=1

参加物

5

反応物 2

HCID 547140145-[(Benzyloxy)methyl]-4-hydroxyfuran-2(5H)-oneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 671646764-hydroxy-5-hydroxymethylfuran-2(5H)-one収率 94.9%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 702Ethanol溶媒

実験手順

386.0 mg (1.75 mmol) of 5-benzyloxymethyl-4-hydroxyfuran-2(5H)-one (Aragon, D. T. et al., J. Org. Chem. 68, 3363-3365, 2003) are initially charged in 19.3 ml of ethanol, 38.6 mg (0.27 mmol) of Pd(OH)2/C (20%) are added and the mixture is hydrogenated at room temperature until the hydrogen uptake has stopped. Removal of the catalyst by filtration and evaporation of the solvent gives 216 mg (94.7% of theory) of 4-hydroxy-5-hydroxymethylfuran-2(5H)-one which can be used without further purification for a subsequent reaction.

後処理

  1. customRemoval of the catalyst
  2. filtrationby filtration and evaporation of the solvent

出典と根拠

ORDレコード
ord-daeb4a1fcf7d45f794bd2cf128dd66b0
出典データセット
uspto-grants-2011_05
特許番号
US07951951B2

反応ノート

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