Potassium Carbonate → Tert-butyl 4-vinylphenoxyacetate

HRID 343741

Reaktionsgleichung

Reaktionsgleichung von HRID 343741
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1.Br[CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.[I-].[K+]>[CH:6]([C:5]1[CH:8]=[CH:9][C:2]([O:1][CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[CH:3][CH:4]=1)=[CH2:7]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 624534-VinylphenolHCID 79177tert-Butyl bromoacetate

Produkt 1

HCID 18762166Tert-butyl 4-vinylphenoxyacetateAusbeute 93,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 4875Potassium IodideKatalysatorHCID 180AcetoneLösungsmittel

Versuchsvorschrift

In a 1500 ml sulfonation flask, 135.6 g (1.13 mol) of 4-hydroxystyrene and 220.2 g (1.13 mol) of tert-butyl bromoacetate are dissolved in 800 ml of acetone and to the solution are added 195.0 g (1.41 mol) of potassium carbonate and 0.8 g of potassium iodide. The resultant suspension is stirred for 4 hours at 60° C. bath temperature. After cooling, the inorganic salts are removed by filtration and the filtrate is concentrated. The oily residue is taken up in 1000 ml of diethyl ether, washed twice with 800 ml of 1.0N sodium hydroxide solution and then three times with 1000 ml of water. The organic phase is separated, dried over magnesium sulfate and concentrated, giving 246.5 g of the desired product as a clear oil (93.2 %).

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe inorganic salts are removed by filtration
  3. concentrationthe filtrate is concentrated
  4. washwashed twice with 800 ml of 1.0N sodium hydroxide solution
  5. customThe organic phase is separated
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-d383a13cf04849398409b501a33df3de
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05863701

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