碘化钾 → 4-(4-Hydroxybutoxy)benzoic acid

HRID 355597

反应方程式

HRID 355597 反应方程式
C([O:4][CH2:5][CH2:6][CH2:7][CH2:8]Cl)(=O)C.[OH:10][C:11]1[CH:21]=[CH:20][C:14]([C:15]([O:17]CC)=[O:16])=[CH:13][CH:12]=1.[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[OH:4][CH2:5][CH2:6][CH2:7][CH2:8][O:10][C:11]1[CH:12]=[CH:13][C:14]([C:15]([OH:17])=[O:16])=[CH:20][CH:21]=1

参与物

6

反应物 4

HCID 4875碘化钾HCID 8434尼泊金乙酯HCID 11430碳酸钾HCID 233994-氯丁醇醋酸酯

产物 1

HCID 152185964-(4-Hydroxybutoxy)benzoic acid

试剂、催化剂与溶剂 1

HCID 6228N,N-二甲基甲酰胺溶剂

反应条件

温度
90 °C

实验过程

4-Chlorobutyl acetate (276.6 g; 1.8 mol) is added to a solution of ethyl 4-hydroxybenzoate (249 g; 1.5 mol), potassium iodide (3 g) and potassium carbonate (248 g; 1.8 mol) in dimethylformamide (2 l), and the mixture is stirred at 90° C. for 11 hours. The reaction mixture is transferred into 5 l of ice water, and the resultant precipitate is filtered off with suction and washed with 4 to 5 l of ice water. The crude product is dissolved in 3 l of ethanol, potassium hydroxide (400 g) is added, and the mixture is refluxed for 3 hours. The reaction mixture is transferred into 6 l of ice water, and acidified by means of concentrated hydrochloric acid, and the precipitate is filtered off, washed with water until neutral and then dried.

后处理

  1. filtrationthe resultant precipitate is filtered off with suction
  2. washwashed with 4 to 5 l of ice water
  3. dissolutionThe crude product is dissolved in 3 l of ethanol
  4. additionpotassium hydroxide (400 g) is added
  5. temperaturethe mixture is refluxed for 3 hours
  6. filtrationthe precipitate is filtered off
  7. washwashed with water until neutral and
  8. customthen dried

来源与证据

ORD记录
ord-003226eb613840aabf6b207b6d5d65a7
来源数据集
uspto-grants-1998_11
专利号
US05833880

关联笔记

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