Benzyl Chloride → 1,1-di-(N-benzyl-indol-3-yl)-butane

HRID 6948

反応式

HRID 6948 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]([C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[NH:16][CH:15]=2)[CH2:11][CH2:12][CH3:13])=[CH:2]1.[CH2:23](Cl)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.O.C(Cl)(Cl)Cl>[CH2:23]([N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]([C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]([CH2:3][C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)[CH:15]=2)[CH2:11][CH2:12][CH3:13])=[CH:2]1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

参加物

5

反応物 2

HCID 7503Benzyl ChlorideHCID 102661333-[1-(1H-indol-3-yl)butyl]-1H-indole

生成物 1

HCID 220192991,1-di-(N-benzyl-indol-3-yl)-butane収率 78%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 22418719Chloroform water溶媒

実験手順

ST 1385 1,1-di-indol-3-yl-butane, 290 mg (1 mmol), was thoroughly mixed and blended with potassium tertbutylate (280 mg) and tetrabutylammonium bromide (20 mg). The mixture thus obtained was held under ultrasonic stirring at ambient temperature. 640 mg (5 mmol) of benzylchloride at 0° C. were then added and the ultrasonic stirring was continued for 2 hours at room temperature. At the end of this period, the reaction mixture was treated with H2O/CHCl3; the chloroform phase was separated, washed with a small amount of water, dried on Na2SO4, filtered and concentrated to dryness. The end product was isolated and purified chromatographically on silica gel, eluting with hexane:ethyl ether 95:5.351 mg of product were obtained with a 78% yield.

後処理

  1. customThe mixture thus obtained
  2. stirringthe ultrasonic stirring
  3. customthe chloroform phase was separated
  4. washwashed with a small amount of water
  5. customdried on Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated to dryness
  8. customThe end product was isolated
  9. custompurified chromatographically on silica gel
  10. washeluting with hexane

出典と根拠

ORDレコード
ord-4dd0bc4fe8c64d9e8f8801e446e2f232
出典データセット
uspto-grants-2006_08
特許番号
US07084166B2

関連ノート

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