Indole → Gramine

HRID 751505

Reaktionsgleichung

Reaktionsgleichung von HRID 751505
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[Cl-].C[CH:12]=[N+:13]=[CH:14]C.Cl[CH2:17]Cl>>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:12][N:13]([CH3:14])[CH3:17])=[CH:2]1

Komponenten

4

Edukt 3

HCID 798IndoleHCID 6344DichloromethaneHCID 21873455N,N-dimethylmethylene ammonium chloride

Produkt 1

HCID 6890Gramine

Versuchsvorschrift

Dissolve the indole (3.54 mmol) and N,N,-dimethylmethyleneammonium chloride (0.372 g, 4.00 mmol) in dichloromethane (15 mL), stir the mixture is at room temperature for 24˜72 h. under nitrogen. Wash with water (5 mL), follow by addition of base to neutralize the acid (3.6 mL, 1M NaOH). Extract with ethyl acetate (2×100 mL), wash with saturated NaCl, then dry over anhydrous magnesium sulfate. Remove the solvent in vacuo to give (1H-Indol-3-ylmethyl)-dimethyl-amine.

Aufarbeitung

  1. waitis at room temperature for 24˜72 h. under nitrogen
  2. washWash with water (5 mL)
  3. additionfollow by addition of base
  4. extractionExtract with ethyl acetate (2×100 mL)
  5. washwash with saturated NaCl
  6. dry with materialdry over anhydrous magnesium sulfate
  7. customRemove the solvent in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-54f8e1832190422e91a1f4f54d3d755f
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405305B2

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