Hexane → 1-(4-Bromophenyl)-6-methoxy-3,4-dihydroisoquinoline hydrochloride

HRID 397052Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 397052
[Br:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([NH:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=2)=O)=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:22].CCCCCC>C(Cl)(Cl)Cl>[ClH:22].[Br:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]2[C:16]3[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=3)[CH2:10][CH2:9][N:8]=2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 8058HexaneHCID 24819Phosphorus pentachlorideHCID 110241034-bromo-N-[2-(3-methoxyphenyl)ethyl]benzamide

Produkt 1

HCID 181724611-(4-Bromophenyl)-6-methoxy-3,4-dihydroisoquinoline hydrochlorideAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 4-bromo-N-[2-(3-methoxyphenyl)ethyl]benzamide (5.00 g, 15.0 mmol) in CHCl3 (30 ml) was added phosphorous pentachloride (5.30 g, 25.0 mmol) and the mixture stirred for 18 hr at rt under N2. Hexane was added to the mixture and the liquid was then decanted off. EtOH (15 ml) was added to the residue and the mixture was triturated with diethyl ether to give 3.65 g (69% yield) of off-white solid.

Aufarbeitung

  1. customthe liquid was then decanted off
  2. additionEtOH (15 ml) was added to the residue
  3. customthe mixture was triturated with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-1ac3f707267e41fa8e00cbe33e0b9d5b
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06608203B2

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