Reaktion #83054

Reaktionsgleichung

DL-2-aminopimelic acid

tetrahydrofuran

phosgene

→

desired product

2,5-Dioxo-4-oxazolidinepentanoic acid

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeArgon is bubbled through the reaction
2. 2
   Sonstigeto remove the excess phosgene
3. 3
   Sonstigethe 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
   SonstigeThe formed crystals are collected
7. 7
   Sonstigedried

Vorschrift

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.

Quelle