Potassium Hydroxide → 3-(6,8-Dichloro-1,2,3,4-tetrahydro-2-methyl-4-isoquinolinyl)benzoic acid

HRID 1295435Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1295435
[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]([CH:22]=[CH:23][CH:24]=1)[C:17]([O:19]CC)=[O:18].[OH-].[K+]>CO>[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]([CH:22]=[CH:23][CH:24]=1)[C:17]([OH:19])=[O:18]

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 22386927HCID 22386927, Verbindung2×

Produkt 1

HCID 223868523-(6,8-Dichloro-1,2,3,4-tetrahydro-2-methyl-4-isoquinolinyl)benzoic acidAusbeute 55,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3.3 g of ethyl 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzoate (intermediate 4) were dissolved in 60 ml of methanol and admixed with 60 ml of 2 N KOH. After two hours at 50° C., the mixture was concentrated in vacuo and the residue partitioned between water and ether. The water phase was adjusted to a pH of approx. 6 using 2 N HCl and the precipitate which formed was filtered off with suction. Drying afforded 1.7 g of the title compound as a colorless solid.

Aufarbeitung

  1. concentrationthe mixture was concentrated in vacuo
  2. customthe residue partitioned between water and ether
  3. customthe precipitate which formed
  4. filtrationwas filtered off with suction
  5. customDrying

Quellen und Nachweise

ORD-Eintrag
ord-21bda20232d3408d9cceef1a6cbc49bb
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07241775B2

Notizen zur Reaktion

Wird geladen…