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

HRID 612308ノート

反応式

HRID 612308 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 (1.95 g) and 5% rhodium on carbon (400 mg) in ethyl acetate (50 ml) was hydrogenated until hydrogen uptake ceased. The catalyst was filtered off and washed with ethyl acetate. The combined filtrates were evaporated to give (2.00 g) of the title compound: νmax (film) 3170, 1765 and 1720 cm-1 ; δH (CDCl3) 1.95-2.65 (4 H, m), 3.85 (3 H, s) and 4.55-4.8 (2 H, 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-602f631583b54b2b8b57e542c2de374a
出典データセット
uspto-grants-1999_12
特許番号
US06001997

反応ノート

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