草酸 → 2,5-二甲基-3-呋喃酸

HRID 972952

反应方程式

HRID 972952 反应方程式
C(O)(=O)C(O)=O.[C:7]([CH:12]([CH2:16][C:17](=[O:19])[CH3:18])[C:13](=O)[CH3:14])([O:9]CC)=[O:8].[OH-].[K+]>CO>[CH3:14][C:13]1[O:19][C:17]([CH3:18])=[CH:16][C:12]=1[C:7]([OH:9])=[O:8]

参与物

5

反应物 3

HCID 971草酸HCID 14797氢氧化钾HCID 30848472-乙酰基-4-戊酮酸乙酯

产物 1

HCID 694652,5-二甲基-3-呋喃酸

试剂、催化剂与溶剂 1

HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮溶剂

实验过程

To a stirred and refluxing solution of ethyl sodioacetoacetate (0.5 mole, 78g.) and sodium iodide (1g.) in dry acetone (250 ml.) was added chloroactone (0.54 mol. 50g.) over a period of ten minutes. After one hour the acetone was distilled from the reaction mixture and the residue was diluted with 400 ml. water. The preciptated oil was extracted with ether and the ether removed to yield the intermediate 3-carbethoxy-2,5-hexanedione (75g.). The intermediate (26.4g.) was cyclized by heating under reflux over 5 g. anhydrous oxalic acid for 11/4 hours. The crude ester was saponified by heating under reflux for 45 minutes with potassium hydroxide (26g.) in methanol (200 ml.). The methanol was removed, the residue dissolved in water and the solution acidified to yield 2,5-dimethyl-3-furoic acid (18g.), m.p. 130°-133°.

后处理

  1. temperatureby heating
  2. temperatureunder reflux over 5 g
  3. custom4 hours
  4. temperatureby heating
  5. customThe methanol was removed
  6. dissolutionthe residue dissolved in water

来源与证据

ORD记录
ord-91d4de1fcaaa410e9167deae42283301
来源数据集
uspto-grants-1977_10
专利号
US04054585

关联笔记

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