Reaction #71508

Reaction equation

2,2-bis(methylol)propionic acid

ethanol

→

Ethyl 2,2-bis(methylol)propionate

Conditions

Workup

1. 1
   Temperaturerefluxed overnight
2. 2
   FiltrationThe resins were then filtered out
3. 3
   Otherthe filtrate was evaporated
4. 4
   workup.ADDITIONMethylene chloride (200 mL) was added to the resulting viscous liquid
5. 5
   Filtrationto filter the unreacted reagent and by-products
6. 6
   OtherThe solution was dried over Mg504
7. 7
   Filtrationfiltered
8. 8
   Otherthe solvent was removed in vacuo

Procedure

2,2-bis(methylol)propionic acid (bis-MPA) (22.1 g, 0.165 mol) was added in ethanol (150 mL) with Amberlyst-15 (6.8 g) and refluxed overnight. The resins were then filtered out and the filtrate was evaporated. Methylene chloride (200 mL) was added to the resulting viscous liquid to filter the unreacted reagent and by-products. The solution was dried over Mg504, filtered, and the solvent was removed in vacuo. Ethyl 2,2-bis(methylol)propionate was obtained as a clear and colorless liquid (21.1 g, 86% yield).

Source