Boron, trifluoro(methanol)-, (T-4)- → HCID 13362028, compound
Reaction equation
[CH2:1]([N:8]1[C:12](=[O:13])[CH2:11][CH:10]([C:14]([OH:16])=[O:15])[CH:9]1[C:17]1[C:22]([Cl:23])=[CH:21][CH:20]=[CH:19][C:18]=1[Cl:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:25]O.B(F)(F)F>>[CH2:1]([N:8]1[C:12](=[O:13])[CH2:11][CH:10]([C:14]([O:16][CH3:25])=[O:15])[CH:9]1[C:17]1[C:18]([Cl:24])=[CH:19][CH:20]=[CH:21][C:22]=1[Cl:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
3
Procedure
A solution of 25 g of 1-benzyl-2-(2,6-dichlorophenyl)-5-oxopyrrolidin-3-carboxylic acid in 247 ml of boron trifluoride methanol was refluxed for 7 hours and then concentrated in vacuo to a solid. The solid was dissolved in chloroform and the chloroform washed with a saturated sodium carbonate solution and then with a saturated sodium bicarbonate solution. Drying (Na2SO4), filtration, and concentration in vacuo provided 18 g of off-white crystals, m.p. 97°-102°.
Workup
- concentrationconcentrated in vacuo to a solid
- dissolutionThe solid was dissolved in chloroform
- washthe chloroform washed with a saturated sodium carbonate solution