Oxalyl chloride → HCID 67189596, Verbindung

HRID 2240790Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2240790
[C:1]([CH:4]1[CH2:9][C:8]([CH3:11])([CH3:10])[CH2:7][CH2:6][C:5]1=[O:12])(=O)[CH3:2].C(Cl)(=O)C([Cl:16])=O>C(Cl)(Cl)Cl>[Cl:16][C:1](=[C:4]1[CH2:9][C:8]([CH3:11])([CH3:10])[CH2:7][CH2:6][C:5]1=[O:12])[CH3:2]

Komponenten

4

Edukt 2

HCID 65578Oxalyl chlorideHCID 11389626HCID 11389626, Verbindung

Produkt 1

HCID 67189596HCID 67189596, VerbindungAusbeute 57,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

At 0° C., a solution of 2-acetyl-4,4-dimethyl-cyclohexanone (5.00 g, 29.7 mmol) in chloroform (15 mL) is treated with oxalyl chloride (7.54 g, 59.4 mmol). The mixture is heated to 60° C. and stirred for 15 min before it is poured onto water. The organic phase is separated, washed with sat. aq. NaHCO3 solution and brine, dried over MgSO4 and evaporated to dryness to give crude 2-(1-chloro-ethylidene)-4,4-dimethyl-cyclohexanone (3.2 g, containing regio-isomer) as a brown oil, LC-MS: tR=1.00 min.

Aufarbeitung

  1. additionis poured onto water
  2. customThe organic phase is separated
  3. washwashed with sat. aq. NaHCO3 solution and brine
  4. dry with materialdried over MgSO4
  5. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-7f3a51ba7178495fb72f249f6e86c492
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07723378B2

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