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

HRID 552915노트

반응식

HRID 552915 반응식
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

참가 물질

5

반응물 2

HCID 547140145-[(Benzyloxy)methyl]-4-hydroxyfuran-2(5H)-oneHCID 178418361HCID 178418361, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 702Ethanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-daeb4a1fcf7d45f794bd2cf128dd66b0
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07951951B2

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