Réaction #53431

Équation de réaction

cyclopentyl bromide

potassium tert-butoxide

compound

tert-Butyl 4-methylphenyl-acetate

→

tert-Butyl 2-Cyclopentyl-2-(4-methylphenyl)acetate

Solvants

DMF

DMF

DMF

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe mixture is stirred at 25° C. for 20 h
2. 2
   ConcentrationAfter concentrating
3. 3
   Autrethe residue is partitioned between water and diethyl ether
4. 4
   Séchagethe ether phase is dried over sodium sulphate
5. 5
   Concentrationconcentrated
6. 6
   AutreThe product crystallizes out

Mode opératoire

33.5 g, (0.3 mol of potassium tert-butoxide are initially introduced into 100 ml of anhydrous DMF at 0° C., and 51.6 g (0.25 mol) of the compound from Example XX in 250 ml of anhydrous DMF are added dropwise. The mixture is stirred at 0° C. for 30 min and 32.2 ml (0.3 mol) of cyclopentyl bromide in 150 ml of anhydrous DMF are added dropwise at 5-15° C. and the mixture is stirred at 25° C. for 20 h. After concentrating, the residue is partitioned between water and diethyl ether, and the ether phase is dried over sodium sulphate and concentrated. The product crystallizes out.

Source