Reaktion #56590

ord-7f83b244a5014c8fbe2f48fda79a83a5

Reaktionsgleichung

ClCCCCCCOC1CCCCO1
2-(6-chlorohexyloxy)tetrahydropyrane
Oc1ccc(O)cc1
hydroquinone
O=C([O-])[O-].[K+].[K+]
potassiumcarbonate
[I-].[K+]
potassiumiodide
Oc1ccc(OCCCCCCOC2CCCCO2)cc1
product
Ausbeute 82.5%
Oc1ccc(OCCCCCCOC2CCCCO2)cc1
4-(6-(2-Tetrahydropyranyl)oxyhexyloxy)phenol
Ausbeute 82.5%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeto react for 4 days at 80° C
  2. 2
    Extraktionextracted with ether
  3. 3
    TrocknenThe organic phase was then dried over sodium sulphate
  4. 4
    Filtrationfiltered
  5. 5
    Einengenconcentrated to dryness

Vorschrift

A mixture of 10 g of 2-(6-chlorohexyloxy)tetrahydropyrane, 25 g of hydroquinone, 31 g of potassiumcarbonate, 0.752 g of potassiumiodide and 250 ml of dimethylsulfoxide was allowed to react for 4 days at 80° C. Subsequently, the reaction mixture was cooled to room temperature and after addition of water extracted with ether. The organic phase was then dried over sodium sulphate, filtered and concentrated to dryness. Chromatography on silica with 10% ethylacetate in toluene gave 11 g of product as a yellowish oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07419620B2uspto-grants-2008_09