Reaktion #3163

Reaktionsgleichung

2-(2-hydroxyethoxy)phenol

triethylamine

tetrahydrofuran

acryloyl chloride

→

reddish brown liquid

Ausbeute 62.0%

phenol acrylate

Ausbeute 62.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA 500-ml, two necked flask was equipped with magnetic stirring bar
2. 2
   SonstigeThe triethylamine hydrochloride salt was removed by filtration
3. 3
   Sonstigethe mother liquor was evaporated with a rotoevaporator
4. 4
   workup.DISSOLUTIONThe remaining liquid was dissolved in chloroform
5. 5
   Waschenwashed with NaCl(aq.), NH4OH(10%), NaCl(aq.)
6. 6
   Trocknendried over MgSO4
7. 7
   SonstigeThe chloroform was removed with a rotoevaporator

Vorschrift

A 500-ml, two necked flask was equipped with magnetic stirring bar, nitrogen atmosphere and an addition funnel. The flask was charged with 25 g of 2-(2-hydroxyethoxy)phenol (0.16 mol.), 33 g of triethylamine (0.32 mol.), 250 ml of tetrahydrofuran and 1 g of phenothiazine. Next, 30 g of acryloyl chloride (0.18 mol.) was slowly added to the reaction over 1 hour via the addition funnel. The triethylamine hydrochloride salt was removed by filtration and the mother liquor was evaporated with a rotoevaporator. The remaining liquid was dissolved in chloroform and washed with NaCl(aq.), NH4OH(10%), NaCl(aq.) and dried over MgSO4. The chloroform was removed with a rotoevaporator to yield 26 g (62%) of a reddish brown liquid. The product was confirmed by IR and 13C NMR.

Quelle