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

HRID 1277472ノート

反応式

HRID 1277472 の反応式
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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-804427790a904f0d9137079e819ed2f2
出典データセット
uspto-grants-1981_07
特許番号
US04277495

反応ノート

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