Potassium Hydroxide → 4-{[3-(4-Chlorophenyl)propyl](ethyl)amino}benzoic acid

HRID 1154357노트

반응식

HRID 1154357 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][N:11]([CH2:23][CH3:24])[C:12]2[CH:22]=[CH:21][C:15]([C:16]([O:18]CC)=[O:17])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1.[OH-].[K+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][N:11]([CH2:23][CH3:24])[C:12]2[CH:13]=[CH:14][C:15]([C:16]([OH:18])=[O:17])=[CH:21][CH:22]=2)=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 442788674-[[3-(p-Chlorophenyl)propyl]ethylamino]benzoic acid, ethyl ester

생성물 1

HCID 442788794-{[3-(4-Chlorophenyl)propyl](ethyl)amino}benzoic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A 2.0 g. portion of 4-[[3-(p-chlorophenyl)propyl]ethylamino]benzoic acid, ethyl ester is dissolved in 50 ml. of 95% ethanol. A 4.0 g. portion of potassium hydroxide is added, and the solution is refluxed overnight. The solution is filtered, then diluted with 100 ml. of water, and adjusted to pH 6.5 with 37% hydrochloric acid. This mixture is extracted with two 50 ml. portions of dichloromethane, which are combined, washed with 50 ml. of water, and evaporated to an oil. This oil is chromatographed on a silica gel column, eluting with chloroform, followed by 10% ethyl acetate in chloroform. The ethyl acetate-chloroform eluate is crystallized from ethanol, giving 700 mg. of the desired product as a tan solid.

후처리

  1. temperaturethe solution is refluxed overnight
  2. filtrationThe solution is filtered
  3. additiondiluted with 100 ml
  4. extractionThis mixture is extracted with two 50 ml
  5. washwashed with 50 ml
  6. customof water, and evaporated to an oil
  7. customThis oil is chromatographed on a silica gel column
  8. washeluting with chloroform
  9. customThe ethyl acetate-chloroform eluate is crystallized from ethanol
  10. customgiving 700 mg

출처 및 근거

ORD 기록
ord-504c3bf9b5e848b785e426e10ead6457
출처 데이터셋
uspto-grants-1984_12
특허 번호
US04489094

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