Potassium Iodide → 9-(3-Morpholinopropyl)-9-cyanofluorene

HRID 1277472노트

반응식

HRID 1277472 반응식
Cl[CH2:2][CH2:3][CH2:4][C:5]1([C:18]#[N:19])[C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2.[NH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1.[I-].[K+]>>[O:23]1[CH2:24][CH2:25][N:20]([CH2:2][CH2:3][CH2:4][C:5]2([C:18]#[N:19])[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[C:11]3[C:6]2=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH2:21][CH2:22]1

참가 물질

4

반응물 3

HCID 4875Potassium IodideHCID 8083MorpholineHCID 204568379-(3-Chloropropyl)-9-cyanofluorene

생성물 1

HCID 129235749-(3-Morpholinopropyl)-9-cyanofluorene

실험 절차

9-Cyanofluorene was reacted with sodium amide and 1,3-dichloropropane to give 9-(3-chloropropyl)-9-cyanofluorene. A solution of 10.0 g. of 9-(3-chloropropyl)-9-cyanofluorene in 200 ml. of morpholine containing 2.0g. of potassium iodide was stirred at 160° C. for sixteen hours. After cooling the reaction mixture to room temperature, the solution was diluted with 500 ml. of water, and the aqueous mixture was extracted several times with ethylacetate. The organic extracts were combined, washed with water, and the product was extracted therefrom into 0.6 N hydrochloric acid. The aqueous acid layer was separated and made alkaline by the addition of 10 percent sodium hydroxide solution. The alkaline solution was extracted with fresh ethyl acetate, and the extracts were combined, washed with water and dried. Removal of the solvent by evaporation under reduced pressure provided 9-(3-morpholinopropyl)-9-cyanofluorene.

후처리

  1. additionthe solution was diluted with 500 ml
  2. extractionof water, and the aqueous mixture was extracted several times with ethylacetate
  3. washwashed with water
  4. extractionthe product was extracted
  5. customThe aqueous acid layer was separated
  6. additionby the addition of 10 percent sodium hydroxide solution
  7. extractionThe alkaline solution was extracted with fresh ethyl acetate
  8. washwashed with water
  9. customdried
  10. customRemoval of the solvent
  11. customby evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-804427790a904f0d9137079e819ed2f2
출처 데이터셋
uspto-grants-1981_07
특허 번호
US04277495

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