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

HRID 355597

반응식

HRID 355597 반응식
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

참가 물질

6

반응물 4

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

생성물 1

HCID 152185964-(4-Hydroxybutoxy)benzoic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-003226eb613840aabf6b207b6d5d65a7
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05833880

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