Reaction #65735

ord-dfff1a4aacc547a5862497ce58d60b50

Reaction equation

CC1(C(F)(F)F)CCC(=O)N1
5-(trifluoromethyl)-5-methylpyrrolidin-2-one
CCN(CC)CC
triethylamine
COc1ccc(C(=O)Cl)cc1
anisoyl chloride
COc1ccc(C(=O)N2C(=O)CCC2(C)C(F)(F)F)cc1
N-(4-methoxyphenylcarbonyl)-5-(trifluoromethyl)-5-methylpyrrolidin-2-one

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe solid which precipitates
  2. 2
    Filtrationis filtered off with suction
  3. 3
    Washthe salt is washed with a little dioxane
  4. 4
    Otherthe organic phase is separated off with the addition of a little methylene chloride
  5. 5
    Otheris recrystallized from ligroin

Procedure

5.0 g (0.03 mol) of 5-(trifluoromethyl)-5-methylpyrrolidin-2-one in 10 ml of dioxane are stirred with 3.3 g of triethylamine and 6.8 g (0.04 mol) of anisoyl chloride for 16 h at 110°-120° C. The solid which precipitates is filtered off with suction and the salt is washed with a little dioxane. The dioxane solution is stirred into 50 ml of water and the organic phase is separated off with the addition of a little methylene chloride. After stripping off the solvent, the residue is a brownish solid which is recrystallized from ligroin.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05420293uspto-grants-1995_05