Acetyl chloride → 2-Acetyl-8-phenyl-1,2,3,4-tetrahydroisoquinoline

HRID 27248Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 27248
[C:1]1([C:7]2[CH:8]=[CH:9][CH:10]=[C:11]3[C:16]=2[CH2:15][NH:14][CH2:13][CH2:12]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[C:24](Cl)(=[O:26])[CH3:25]>C(Cl)Cl>[C:24]([N:14]1[CH2:13][CH2:12][C:11]2[C:16](=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH:8]=[CH:9][CH:10]=2)[CH2:15]1)(=[O:26])[CH3:25]

Komponenten

5

Edukt 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 504718-Phenyl-1,2,3,4-tetrahydroisoquinoline

Produkt 1

HCID 233443892-Acetyl-8-phenyl-1,2,3,4-tetrahydroisoquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 4.2 parts of 8-phenyl-1,2,3,4-tetrahydroisoquinoline and 4 parts of triethylamine in 90 parts by volume of methylene chloride is cooled in an ice bath with stirring and 1.7 part of acetyl chloride in 10 parts by volume of methylene chloride is added slowly. The mixture is allowed to warm to ambient temperature and stirred for about 2 hours. The reaction solution is washed four times with 20 parts by volume portions of water and then dried over anhydrous magnesium sulfate. The solvent is removed under reduced pressure to afford 2-acetyl-8-phenyl-1,2,3,4-tetrahydroisoquinoline.

Aufarbeitung

  1. stirringstirred for about 2 hours
  2. washThe reaction solution is washed four times with 20 parts by volume portions of water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent is removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bd168fbdeedf4c7582465d488dfca42c
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04220778

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