Boron trifluoride etherate → Indole, 3-(2,3-diaminopropyl)-

HRID 2185863노트

반응식

HRID 2185863 반응식
B(F)(F)F.CCOCC.[NH2:10][C@H:11]([C:22]([NH2:24])=O)[CH2:12][C:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[NH:15][CH:14]=1.CSC.B.[OH-].[Na+]>O.O1CCCC1>[NH2:24][CH2:22][CH:11]([NH2:10])[CH2:12][C:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[NH:15][CH:14]=1

참가 물질

7

반응물 4

HCID 8000Boron trifluoride etherateHCID 14798Sodium HydroxideHCID 439356L-TryptophanamideHCID 12423031(Dimethyl sulfide)trihydroboron

생성물 1

HCID 40849Indole, 3-(2,3-diaminopropyl)-

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

Boron trifluoride etherate (12.3 ml, 0.1 mmole) was added to a tetrahydrofuran (24.4 ml) solution of tryptophan amide (20.3 g, 0.1 mole) at room temperature with stirring. At reflux with constant stirring, borane methylsulfide (32.25 ml, 0.34 mole) was added dropwise. The reaction was heated at reflux with stirring for five hours. A tetrahydrofuran:water mixture (26 ml, 1:1) was carefully added dropwise. A sodium hydroxide solution (160 ml, 5N) was added and the mixture heated at reflux with stirring for sixteen hours.

후처리

  1. additionwas added dropwise
  2. temperatureThe reaction was heated
  3. temperatureat reflux
  4. stirringwith stirring for five hours
  5. temperaturethe mixture heated
  6. temperatureat reflux
  7. stirringwith stirring for sixteen hours

출처 및 근거

ORD 기록
ord-40a3be4dd22c4a0e923df27e3f5c8ee9
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06403577B1

반응 노트

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