홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Diisopropylamine → 1-Ethyl-3-(3,4,5-trimethoxyphenylthio)-1-(2-thienyl)propyl isocyanide

HRID 1722743
노트
인쇄 미리보기

반응식

HRID 1722743 반응식
C(NC(C)C)(C)C.C([Li])CCC.CCCCCC.C([N-]C(C)C)(C)C.[Li+].[S:27]1[CH:31]=[CH:30][CH:29]=[C:28]1[CH:32]([N+:35]#[C-:36])[CH2:33][CH3:34].[CH3:37][O:38][C:39]1[CH:40]=[C:41]([S:49][CH2:50][CH2:51]Cl)[CH:42]=[C:43]([O:47][CH3:48])[C:44]=1[O:45][CH3:46]>O1CCCC1.CCOCC.C(O)(=O)C>[CH2:33]([C:32]([N+:35]#[C-:36])([C:28]1[S:27][CH:31]=[CH:30][CH:29]=1)[CH2:51][CH2:50][S:49][C:41]1[CH:40]=[C:39]([O:38][CH3:37])[C:44]([O:45][CH3:46])=[C:43]([O:47][CH3:48])[CH:42]=1)[CH3:34]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 7912DiisopropylamineHCID 2724682Lithium diisopropylamideHCID 149941832-(3,4,5-Trimethoxyphenylthio)ethyl chlorideHCID 152885881-(2-Thienyl)propyl isocyanideHCID 178418244HCID 178418244, 화합물

생성물 1

HCID 106910101-Ethyl-3-(3,4,5-trimethoxyphenylthio)-1-(2-thienyl)propyl isocyanide
수율 74.4%

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매3회

실험 절차

A solution of diisopropylamine (2.65 g) in tetrahydrofuran is cooled to -60° C. and 1.6M n-butyl lithium/hexane solution (14 ml) is added dropwise thereto in nitrogen atmosphere. The mixture is stirred at the same temperature, whereby the solution containing lithium diisopropylamide is obtained. A solution of 1-(2-thienyl)propyl isocyanide (2.8 g) in tetrahydrofuran is added dropwise to the solution obtained above at -60° C. and the mixture is stirred at the same temperature for 20 minutes. A solution of 2-(3,4,5-trimethoxyphenylthio)ethyl chloride (5.9 g) in tetrahydrofuran is added dropwise to the mixture at -60° C. and the mixture is stirred at -30° C. in nitrogen atmosphere for 2 hours. Acetic acid is added to the mixture to cease the reaction and ether is added to the reaction mixture. The mixture is washed, dried and concentrated under reduced pressure to remove solvent. The residue is purified by silica gel chromatography, whereby 1-ethyl-3-(3,4,5-trimethoxyphenylthio)-1-(2-thienyl)propyl isocyanide (5.2 g) is obtained as red oil.

후처리

  1. customis obtained
  2. customobtained above at -60° C.
  3. stirringthe mixture is stirred at the same temperature for 20 minutes
  4. stirringthe mixture is stirred at -30° C. in nitrogen atmosphere for 2 hours
  5. additionis added to the reaction mixture
  6. washThe mixture is washed
  7. customdried
  8. concentrationconcentrated under reduced pressure
  9. customto remove solvent
  10. customThe residue is purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-4bc0e71f055b4fac883f1a2cebd824c3
출처 데이터셋
uspto-grants-1989_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04857543

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트