Triethylamine → Octahydroquinoline-1-carboxylic acid 3-chloropropylamide

HRID 39218

반응식

HRID 39218 반응식
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]=[C:6]=[O:7].CCN(CC)CC.[NH:15]1[CH:24]2[CH:19]([CH2:20][CH2:21][CH2:22][CH2:23]2)[CH2:18][CH2:17][CH2:16]1.CCOC(C)=O>C1COCC1>[Cl:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]([N:15]1[CH:24]2[CH:19]([CH2:20][CH2:21][CH2:22][CH2:23]2)[CH2:18][CH2:17][CH2:16]1)=[O:7]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 92911DecahydroquinolineHCID 166752Propane, 1-chloro-3-isocyanato-

생성물 1

HCID 66795223Octahydroquinoline-1-carboxylic acid 3-chloropropylamide수율 84.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2.5 g (21 mmol) of 3-chloropropylisocyanate are dissolved in 150 mL of anhydrous THF and 6.4 mL (46 mmol) of Et3N. Once dissolved 3.4 mL (23 mmol) of decahydroquinoline are slowly added and it is refluxed for 18 h. AcOEt is then added and the resulting solution is sequentially washed with water, 1N HCl and brine. The organic phase is dried over anhydrous Na2SO4, it is filtered and the solvent is evaporated under reduced pressure yielding 4.6 g of intermediate IIIf.1. Method B: tr: 3.58 min; m/z: 259

후처리

  1. temperatureit is refluxed for 18 h
  2. washthe resulting solution is sequentially washed with water, 1N HCl and brine
  3. dry with materialThe organic phase is dried over anhydrous Na2SO4, it
  4. filtrationis filtered
  5. customthe solvent is evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-815daed69aa74be79cf96e08165c9842
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524894B2

연결된 노트

불러오는 중…