Reaktionsgleichung
C(Br)CBr.Br[C:6]([CH3:8])=[CH2:7].[CH:9](=[O:15])[CH2:10][CH2:11][C:12]#[C:13][CH3:14].[Cl-].[NH4+]>O1CCCC1>[CH3:8][C:6]([CH:9]([OH:15])[CH2:10][CH2:11][C:12]#[C:13][CH3:14])=[CH2:7]Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Magnesium (14.4g, 0.6g atom) was dried in a 250ml flask fitted with reflux condenser, mechanical stirrer and addition funnel. After initiation of reaction under dry N2 with about one ml ethylene dibromide in 70ml tetrahydrofuran, 36.0g (0.30 mole) 2-bromopropene was added dropwise at such a rate as to maintain reflux without external heating. The Grignard solution was then stirred until it cooled to room temperature (30 minutes-1 hour). It was then cooled further to -15° in ice-salt, and the total crude 4-hexynal from part (c) above was added dropwise over 15 minutes. The reaction mixture was stirred for 2 hours at room temperature, saturated ammonium chloride solution was added and the product was extracted with ether. There was obtained 23.50g of 2-methyloct-1-en-6-yn-3-ol (85%, based on 4-methyl hexynoate) as a pale yellow oil.
Aufarbeitung
- dry with materialMagnesium (14.4g, 0.6g atom) was dried in a 250ml flask
- customfitted
- temperaturewith reflux
- additioncondenser, mechanical stirrer and addition funnel
- additionwas added dropwise at such a rate as
- temperatureto maintain
- temperaturereflux without external heating
- stirringThe reaction mixture was stirred for 2 hours at room temperature
- extractionthe product was extracted with ether
Quellen und Nachweise
- ORD-Eintrag
- ord-b24878b02837494690d9a7b9ee9fa0c1
- Quelldatensatz
- uspto-grants-1978_12
- Patentnummer
- US04129599
Verknüpfte Notizen
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