5-(Methoxycarbonyl)furan-2-carboxylic acid → 5-(Methoxycarbonyl)oxolane-2-carboxylic acid

HRID 376604노트

반응식

HRID 376604 반응식
[CH3:1][O:2][C:3]([C:5]1[O:6][C:7]([C:10]([OH:12])=[O:11])=[CH:8][CH:9]=1)=[O:4].[H][H]>C(OCC)(=O)C.[Rh]>[CH3:1][O:2][C:3]([CH:5]1[O:6][CH:7]([C:10]([OH:12])=[O:11])[CH2:8][CH2:9]1)=[O:4]

참가 물질

5

반응물 2

HCID 114351815-(Methoxycarbonyl)furan-2-carboxylic acidHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 134258045-(Methoxycarbonyl)oxolane-2-carboxylic acid수율 100.2%

시약·촉매·용매 2

HCID 23948Rhodium촉매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of furan-2,5-dicarboxylic acid monomethyl ester (1.95g) and 5% rhodium on carbon (400mg) in ethyl acetate (50ml) was hydrogenated until hydrogen uptake ceased. The catalyst was filtered off and washed with ethyl acetate. The combined filtrates were evaporated to give (2.00g) of the title compound: vmax (film) 3170, 1765 and 1720cm-1 ; δH (CDCl3) 1.95-2.65 (4H, m), 3.85 (3H, s) and 4.55-4.8 (2H, m).

후처리

  1. filtrationThe catalyst was filtered off
  2. washwashed with ethyl acetate
  3. customThe combined filtrates were evaporated

출처 및 근거

ORD 기록
ord-57d61691c31641d4899d2eb91a874218
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06020329

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