Réaction #1569

Équation de réaction

2-aminoethanethiol

triethylamine

ethyl 2,3-di-bromopropionate

chloroform toluene

→

title product

Ethyl 3-thiomorpholinecarboxylate

Solvants

chloroform

Conditions de réaction

Traitement

1. 1
   Filtrationfiltered
2. 2
   Concentrationconcentrated in vacuo
3. 3
   Autreto obtain an orange liquid
4. 4
   workup.DISTILLATIONdistilled

Mode opératoire

A warm solution of 2-aminoethanethiol (10.0 g, 0.130 mol) and triethylamine (36 mL, 0.260 mol) in chloroform is added over 5 minutes to a solution of ethyl 2,3-di-bromopropionate (33.9 g, 0.130 mol) in a chloroform/toluene (1:1.6) solution. The reaction mixture is stirred at room temperature for 2.5 hours, filtered and concentrated in vacuo to obtain an orange liquid. The liquid is vacuum distilled to give the title product as a colorless liquid, bp 121°-124° C. at 3 mm Hg.

Source