Diisopropylethylamine → N-[2-(chroman-3-yl)ethyl]-N-(2-methoxycarbonylethyl)-amine hydrochloride

HRID 1032421노트

반응식

HRID 1032421 반응식
C1(C)C=CC(S(O[CH2:11][CH2:12][CH:13]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[O:15][CH2:14]2)(=O)=O)=CC=1.[ClH:24].[CH3:25][O:26][C:27]([CH2:29][CH2:30][NH2:31])=[O:28].C(N(C(C)C)C(C)C)C>CN(C)C=O>[ClH:24].[O:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:22][CH:13]([CH2:12][CH2:11][NH:31][CH2:30][CH2:29][C:27]([O:26][CH3:25])=[O:28])[CH2:14]1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 2734767Methyl 3-aminopropanoate hydrochlorideHCID 148384153-[2-(p-Toluenesulphonyloxy)ethyl]chroman

생성물 1

HCID 14838449N-[2-(chroman-3-yl)ethyl]-N-(2-methoxycarbonylethyl)-amine hydrochloride

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

33.2 g (0.1 mol) of 3-[2-(p-toluenesulphonyloxy)ethyl]chroman, 14.0 g of N-(2-methoxycarbonylethyl)-amine hydrochloride and 39 g of N-ethyl-N,N-diisopropylamine are dissolved under nitrogen in 750 ml of dimethylformamide and the solution is stirred for 16 hours at room temperature. The reaction mixture is subsequently concentrated to approximately 200 ml under reduced pressure, 500 ml of water are then added and the whole is extracted by shaking three times with 150 ml of dichloromethane each time. The combined organic phases are dried over sodium sulphate and concentrated to dryness by evaporation. By adding ethanolic hydrochloric acid and cooling, N-[2-(chroman-3-yl)ethyl]-N-(2-methoxycarbonylethyl)-amine hydrochloride having a melting point of 190°-192° is obtained.

후처리

  1. concentrationThe reaction mixture is subsequently concentrated to approximately 200 ml under reduced pressure, 500 ml of water
  2. additionare then added
  3. extractionthe whole is extracted
  4. stirringby shaking three times with 150 ml of dichloromethane each time
  5. dry with materialThe combined organic phases are dried over sodium sulphate
  6. concentrationconcentrated to dryness by evaporation
  7. additionBy adding ethanolic hydrochloric acid
  8. temperaturecooling

출처 및 근거

ORD 기록
ord-78a76b309a0740bfb0d9f9d0046ffea2
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04957928

반응 노트

불러오는 중…