Triethylamine → 2-(4-Chlorobutylthio)pyridine

HRID 6172

반응식

HRID 6172 반응식
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.C(N(CC)CC)C.Br[CH2:16][CH2:17][CH2:18][CH2:19][Cl:20]>C(O)C>[Cl:20][CH2:19][CH2:18][CH2:17][CH2:16][S:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 813641-Bromo-4-chlorobutaneHCID 178418616HCID 178418616, 화합물

생성물 1

HCID 190791862-(4-Chlorobutylthio)pyridine수율 65.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 25.0 g (225 mmol) of 2-mercaptopyridine and 34.5 ml (247 mmol) of triethylamine in 300 ml of ethanol, 28.5 ml (247 mmol) of 1-bromo-4-chlorobutane was added with stirring under ice-cooling, and the mixture was stirred at room temperature for 16 hours. The solvent was distilled off and the residue was dissolved in chloroform. The solution was washed with saturated aqueous sodium bicarbonate and water, and dried. The solvent was distilled off and the residue was purified by column chromatography (eluent: ethyl acetate/hexane =1:3) to give 29.73 g of the desired compound (65.5% yield, pale yellow oil).

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature for 16 hours
  3. distillationThe solvent was distilled off
  4. dissolutionthe residue was dissolved in chloroform
  5. washThe solution was washed with saturated aqueous sodium bicarbonate and water
  6. customdried
  7. distillationThe solvent was distilled off
  8. customthe residue was purified by column chromatography (eluent: ethyl acetate/hexane =1:3)

출처 및 근거

ORD 기록
ord-e9a40193820a432da78afb9efd42f92a
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05246948

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