Ethanol → N-Cycloheptyl-[(2-fluorenyl)methyl]amine

HRID 37639

반응식

HRID 37639 반응식
[CH:1]([C:3]1[CH:15]=[CH:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH2:6][C:5]=2[CH:4]=1)=O.[CH:16]1([NH2:23])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.C(O)C.[BH4-].[Na+]>O>[CH:16]1([NH:23][CH2:1][C:3]2[CH:15]=[CH:14][C:13]3[C:12]4[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=4)[CH2:6][C:5]=3[CH:4]=2)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

참가 물질

6

반응물 4

HCID 702EthanolHCID 2899CycloheptylamineHCID 34804Fluorene-2-carboxaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 15284282N-Cycloheptyl-[(2-fluorenyl)methyl]amine수율 92.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

2-Formylfluorene (2.27 g, 11.7 mmol) and cycloheptylamine (1.39 g, 12.3 mmol) were heated together at 120° C. for 14 hrs. After cooling, the reaction mixture was distilled under reduced pressure. Then, ethanol (30 ml) and sodium borohydride (0.44 g, 11.7 mmol) were added to the residue and the mixture was stirred for 0.5 hr. The mixture was then diluted with water (100 ml) and extracted with chloroform (80 ml×2 times). The organic layer was dried over anhydrous magnesiumsulfate. The solvent was then distilled off under reduced pressure to give 3.15 g of a pale yellow solid residue.

후처리

  1. temperatureAfter cooling
  2. distillationthe reaction mixture was distilled under reduced pressure
  3. extractionextracted with chloroform (80 ml×2 times)
  4. dry with materialThe organic layer was dried over anhydrous magnesiumsulfate
  5. distillationThe solvent was then distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-cbaaad8d1e694595b94773f37e5b580e
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05420348

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