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1,3-Dichloro-2-propanol → HCID 86635908, Verbindung

HRID 1024595
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1024595
[Cl:1][CH2:2][CH:3]([OH:6])[CH2:4][Cl:5].B(F)(F)F.CCOCC.[CH2:16]=[CH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>>[CH2:16]=[CH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].[Cl:1][CH2:2][CH:3]([O:6][CH:26]([CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH3:16])[CH3:27])[CH2:4][Cl:5]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 72891,3-Dichloro-2-propanolHCID 8000Boron trifluoride etherateHCID 81831-Dodecene

Produkt 2

HCID 81831-DodeceneHCID 86635908HCID 86635908, VerbindungAusbeute 191,9 %

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

To a 1000 ml round bottom flask equipped with condenser, overhead stirrer, and nitrogen inlet system is added 526.2 g of 1,3-dichloro-2-propanol, 7.8 ml of boron trifluoride diethyl etherate, 101 g of 1-dodecene, and 101 g of the olefin isomer mixture obtained from a previous run such as Example II-5 at room temperature. The mixture is heated to 95° C. for 1 hour. The reaction mixture is cooled to room temperature and is then transferred to a 1000 ml separation funnel; 200 ml of heptane are added and two phases are separated. The lower phase is extracted with 200 ml of heptane three more times. The heptane solutions are combined and heptane is removed on a rotary evaporator. Distillation under reduced pressure affords 85.1 of dodecene isomers mixture and 171.2 g of sec-dodecyl 1,3-dichloro-2-propyl ether and isomers. Yield=96% (Based on 1-dodecene). The 13C NMR spectrum is collected. The component ratio corresponding to the C-2, C-3, and higher C linked ethers is determined from the area integration of the peaks as 64:20:16.

Aufarbeitung

  1. customTo a 1000 ml round bottom flask equipped with condenser, overhead stirrer, and nitrogen inlet system
  2. customat room temperature
  3. temperatureThe reaction mixture is cooled to room temperature
  4. customis then transferred to a 1000 ml separation funnel
  5. addition200 ml of heptane are added
  6. customtwo phases are separated
  7. extractionThe lower phase is extracted with 200 ml of heptane three more times
  8. customheptane is removed on a rotary evaporator
  9. distillationDistillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-18b7e59fa60749cb99b7988f7ef7c271
Quelldatensatz
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08722944B2

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