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

HRID 2292899ノート

反応式

HRID 2292899 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2400ef14bd864cc0873f872ef0857b37
出典データセット
uspto-grants-1997_11
特許番号
US05684033

反応ノート

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