Potassium Hydroxide → 2-Furancarboxylic acid, 5-methyl-

HRID 376597

反応式

HRID 376597 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]([O:9]C)=[O:8])=[CH:4][CH:3]=1.[OH-].[K+]>CO.O>[CH3:1][C:2]1[O:6][C:5]([C:7]([OH:9])=[O:8])=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 137628Methyl 5-methyl-2-furancarboxylate

生成物 1

HCID 747102-Furancarboxylic acid, 5-methyl-収率 94.1%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

Methyl 5-methyl-2-furoate (3.68g, 26.29mmol) in methanol (30ml) was treated with a solution of potassium hydroxide (2.80g, 50.0mmol) in water (15ml) and the mixture stirred for 2h at room temperature. The methanol was evaporated in vacuo, the residue dissolved in water and washed with ethyl acetate. The aqueous phase was acidified with 5N hydrochloric acid, and the product extracted with ethyl acetate (x3). The combined organic solutions were dried and concentrated to yield the title compound as a yellow solid (3.12g, 94%); m.p. 110-112° C.; (Found: M+, 126.0312. C6H6O3 requires M+ 126.0317); vmax (CH2Cl2) 3300-2700, 1688, 1524, 1424, 1305, 1210 and 1167cm-1 ; δH (CDCl3 , 90MHz) 2.40 (3H, s), 6.15 (1H, d, J 4Hz) and 7.22 (1H, d, J 4Hz).

後処理

  1. customThe methanol was evaporated in vacuo
  2. dissolutionthe residue dissolved in water
  3. washwashed with ethyl acetate
  4. extractionthe product extracted with ethyl acetate (x3)
  5. customThe combined organic solutions were dried
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-07ff8995c81942eca8a9d0f8719f92ed
出典データセット
uspto-grants-2000_02
特許番号
US06020329

関連ノート

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