Methyl iodide → HCID 86741154, Verbindung

HRID 1249084Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1249084
[CH2:1]([C@H:4]1[C:16]2[NH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]=2[CH2:7][C@@H:6]([C:17]([OH:19])=[O:18])[NH:5]1)[CH2:2][CH3:3].C(N(CC)CC)C.[C:27](=[S:29])=[S:28].[CH3:30]I>CO>[CH2:1]([C@H:4]1[C:16]2[NH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]=2[CH2:7][C@@H:6]([C:17]([OH:19])=[O:18])[N:5]1[C:27]([S:29][CH3:30])=[S:28])[CH2:2][CH3:3]

Komponenten

6

Edukt 4

HCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 762190HCID 762190, Verbindung

Produkt 1

HCID 86741154HCID 86741154, VerbindungAusbeute 59 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

(1RS,3RS)-cis-n-Propyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (450 mg) is dissolved in 80% methanol (10 ml), and thereto are added triethylamine (350 mg) and carbon disulfide (270 ml). The mixture is stirred at room temperature for 30 minutes, and methyl iodide (490 mg) is added to the mixture. The mixture is stirred at room temperature for 2 hours, and then distilled to remove the solvent. Water is added to the mixture, and the aqueous solution is acidified with 5% HCl, and extracted with ethyl acetate. The extract is washed with water, dried and then distilled to remove the solvent. The residue is treated with aqueous ethanol to give the title compound (350 mg, 59%) as pale yellow powder.

Aufarbeitung

  1. stirringThe mixture is stirred at room temperature for 2 hours
  2. distillationdistilled
  3. customto remove the solvent
  4. additionWater is added to the mixture
  5. extractionextracted with ethyl acetate
  6. washThe extract is washed with water
  7. customdried
  8. distillationdistilled
  9. customto remove the solvent
  10. additionThe residue is treated with aqueous ethanol

Quellen und Nachweise

ORD-Eintrag
ord-a4f143ac1d704fee9edee32dad97840d
Quelldatensatz
uspto-grants-1986_12
Patentnummer
US04628057

Notizen zur Reaktion

Wird geladen…