Ethyl Acetate → N-[3-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl)-formamide

HRID 1072526Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1072526
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Cl:12])[CH:11]=1)[CH2:8][N:7]([CH3:13])[CH2:6][CH:5]2[C:14]1[CH:15]=[C:16]([NH2:20])[CH:17]=[CH:18][CH:19]=1.[C:21](OCC)(=[O:23])C.C(=O)(O)[O-].[Na+]>C(O)=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Cl:12])[CH:11]=1)[CH2:8][N:7]([CH3:13])[CH2:6][CH:5]2[C:14]1[CH:15]=[C:16]([NH:20][CH:21]=[O:23])[CH:17]=[CH:18][CH:19]=1

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 98361943-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)aniline

Produkt 1

HCID 22386863N-[3-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl)-formamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Versuchsvorschrift

3-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamine (600 mg, example 35) was dissolved in formic acid (2.4 ml) and kept for 15 min at reflux temperature. After standing over night an ice/water mixture was added followed by ethyl acetate and saturated sodium bicarbonate solution. The organic layer was separated and the aqueous phase was extracted 3 times with dichloromethane. The organic layers were combined, dried (magnesium sulphate), filtered and concentrated in vacuo to yield 588 mg of the title compound.

Aufarbeitung

  1. temperatureat reflux temperature
  2. waitAfter standing over night
  3. customThe organic layer was separated
  4. extractionthe aqueous phase was extracted 3 times with dichloromethane
  5. dry with materialdried (magnesium sulphate)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9755ab165ec748a8b80f9c736a4db579
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06911453B2

Notizen zur Reaktion

Wird geladen…