Water → 8-[Chloro(2-methyl-5-phenylfuran-3-yl)methyl]-1,4-dioxaspiro[4.5]decane

HRID 1877077

Reaktionsgleichung

Reaktionsgleichung von HRID 1877077
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([CH:11]([C:13]3[CH:17]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[O:15][C:14]=3[CH3:24])O)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.S(Cl)([Cl:27])=O.N1C=CC=CC=1.O>C1(C)C=CC=CC=1>[Cl:27][CH:11]([C:13]1[CH:17]=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[O:15][C:14]=1[CH3:24])[CH:8]1[CH2:9][CH2:10][C:5]2([O:4][CH2:3][CH2:2][O:1]2)[CH2:6][CH2:7]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 24386Thionyl ChlorideHCID 685111101,4-Dioxaspiro[4.5]dec-8-yl(2-methyl-5-phenylfuran-3-yl)methanol

Produkt 1

HCID 685097468-[Chloro(2-methyl-5-phenylfuran-3-yl)methyl]-1,4-dioxaspiro[4.5]decaneAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 1,4-dioxaspiro[4.5]dec-8-yl(2-methyl-5-phenylfuran-3-yl)methanol (0.7 g) in toluene (20 mL) were added thionyl chloride (0.2 mL) and pyridine (0.2 mL), and the mixture was stirred at 0° C. for 2 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (0.7 g, 100%) as an oil.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9788ab9183914c7680e97bca952cd1ea
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08309580B2

Verknüpfte Notizen

Wird geladen…