Potassium Iodide → 4-(4-Hydroxybutoxy)benzoic acid

HRID 355597

反応式

HRID 355597 の反応式
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

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 8434EthylparabenHCID 11430Potassium CarbonateHCID 233991-Butanol, 4-chloro-, 1-acetate

生成物 1

HCID 152185964-(4-Hydroxybutoxy)benzoic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-003226eb613840aabf6b207b6d5d65a7
出典データセット
uspto-grants-1998_11
特許番号
US05833880

関連ノート

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