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

HRID 376604ノート

反応式

HRID 376604 の反応式
[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]

参加物

5

反応物 2

HCID 114351815-(Methoxycarbonyl)furan-2-carboxylic acidHCID 178418361HCID 178418361、化合物

生成物 1

HCID 134258045-(Methoxycarbonyl)oxolane-2-carboxylic acid収率 100.2%

試薬・触媒・溶媒 2

HCID 23948Rhodium触媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-57d61691c31641d4899d2eb91a874218
出典データセット
uspto-grants-2000_02
特許番号
US06020329

反応ノート

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