Ammonium Chloride → Benzenemethanol, alpha-1-propen-1-yl-

HRID 459427

Reaktionsgleichung

Reaktionsgleichung von HRID 459427
[C:1]1([Mg]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:9](=[O:13])/[CH:10]=[CH:11]/[CH3:12].[Cl-].[NH4+]>O1CCCC1.CCOCC>[C:1]1([CH:9]([OH:13])[CH:10]=[CH:11][CH3:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

6

Edukt 3

HCID 25517Ammonium ChlorideHCID 447466CrotonaldehydeHCID 178418255HCID 178418255, Verbindung

Produkt 1

HCID 219674Benzenemethanol, alpha-1-propen-1-yl-Ausbeute 99,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a cooled (0–5° C.) 927 mL of 1 M solution of phenyl magnesium bromide in tetrahydrofuran was added dropwise a solution of crotonaldehyde (65.0 g) in 130 mL of anhydrous ether over a period of 2 hours and 45 minutes. The reaction was stirred for an additional 45 minutes and then warmed to room temperature. After four more hours of stirring, saturated ammonium chloride aqueous solution (750 mL) was added to the reaction. The mixture was extracted with 750 mL of ether twice. The combined extract was dried over anhydrous potassium carbonate and filtered. The solvent was evaporated to give 135.88 g (99.9%) of the desired 1-phenyl-2-buten-1-ol as an oil which was used in the next step without further purification.

Aufarbeitung

  1. custom45 minutes
  2. stirringAfter four more hours of stirring
  3. extractionThe mixture was extracted with 750 mL of ether twice
  4. extractionThe combined extract
  5. dry with materialwas dried over anhydrous potassium carbonate
  6. filtrationfiltered
  7. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-299ef3a04cfd48b9ba0f3e68b8f50a25
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07193105B2

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