Reaktion #6079

ord-c3a3a61a8198408ba4cdc90797c22908

Reaktionsgleichung

[Al+3].[Cl-].[Cl-].[Cl-]
aluminum chloride
CC1(C)CCC(C)(C)c2ccccc21
1,1,4,4-tetramethyl-1,2,3,4-tetrahydro naphthalene
CC1(C)CCC(C)(C)c2ccccc21
1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalene
CC(=O)Cl
acetylchloride
CC(=O)c1ccc2c(c1)C(C)(C)CCC2(C)C
1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-6-acetylnaphthalene

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas cooled under argon in an ice/salt bath
  2. 2
    workup.ADDITIONtreated
  3. 3
    SonstigeThen the cooling bath was removed
  4. 4
    Sonstigethe reaction quenched with ice
  5. 5
    SonstigeThe organic layer was recovered
  6. 6
    Extraktionthe aqueous layer extracted with 2×50 ml methylene chloride

Vorschrift

A suspension of 3.45 g (25.9 mmol) aluminum chloride in 15 ml methylene chloride was cooled under argon in an ice/salt bath and treated while stirring with a mixture of 4 g (21.2 mmol) 1,1,4,4-tetramethyl-1,2,3,4-tetrahydro naphthalene (from Example 2) and 1.94 g (24.7 mmol) acetylchloride via a dropping funnel over a period of 0.5 hours. Then the cooling bath was removed, the mixture stirred for 2 hours at room temperature and the reaction quenched with ice. The organic layer was recovered and the aqueous layer extracted with 2×50 ml methylene chloride.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05246962uspto-grants-1993_09