Réaction #83054

Équation de réaction

DL-2-aminopimelic acid

tetrahydrofuran

phosgene

→

desired product

2,5-Dioxo-4-oxazolidinepentanoic acid

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   AutreArgon is bubbled through the reaction
2. 2
   Autreto remove the excess phosgene
3. 3
   Autrethe solvents are removed under house vacuum
4. 4
   workup.DISSOLUTIONThe resulting oil is dissolved in 14 ml of ethyl alcohol
5. 5
   workup.ADDITIONdiluted with 14 ml of petroleum ether
6. 6
   AutreThe formed crystals are collected
7. 7
   Autredried

Mode opératoire

A suspension of 1.752 g of DL-2-aminopimelic acid, 55 ml of tetrahydrofuran and 16 ml of 1.93M phosgene in toluene is heated, in an oil bath, at 50° C. for 1 hour. Argon is bubbled through the reaction to remove the excess phosgene and the solvents are removed under house vacuum. The resulting oil is dissolved in 14 ml of ethyl alcohol, diluted with 14 ml of petroleum ether and the solution stored overnight at room temperature. The formed crystals are collected and dried to give 1.6 g of the desired product.

Source