Sodium Bicarbonate → 3-Phenyl-2-(1,2,3,4-tetrahydroisoquinolin-7-yl)propanenitrile

HRID 2167442Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2167442
C(OC([N:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][C:12]([CH:18]([C:26]#[N:27])[CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:13][CH:14]=2)[CH2:9]1)=O)(C)(C)C.C([O-])(O)=O.[Na+]>C(O)=O>[C:20]1([CH2:19][CH:18]([C:12]2[CH:11]=[C:10]3[C:15]([CH2:16][CH2:17][NH:8][CH2:9]3)=[CH:14][CH:13]=2)[C:26]#[N:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Komponenten

4

Edukt 2

HCID 516892Sodium BicarbonateHCID 66978151tert-Butyl-7-(1-cyano-2-phenylethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Produkt 1

HCID 667475123-Phenyl-2-(1,2,3,4-tetrahydroisoquinolin-7-yl)propanenitrileAusbeute 85,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Versuchsvorschrift

0.171 mmol tert-butyl-7-(1-cyano-2-phenylethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate were dissolved in 1.3 ml formic acid and stirred at room temperature for 1 h. After addition of saturated NaHCO3 solution the mixture was extracted with EtOAc. The combined organic layers were dried over MgSO4 and filtered. Evaporation of the solvent gave 38.5 mg of solid material (86%).

Aufarbeitung

  1. extractionwas extracted with EtOAc
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. customEvaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-182c55481b8640a6a295e1b419dd7cf6
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09045459B2

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