반응 #543386

반응 방정식

(4S,5R)-(−)-4-methyl-5-phenyl-2-oxazolidinone

n-butyllithium

2-Bromo-5-(trifluoromethyl)benzyl bromide

→

title compound

(4S,5R)-3-(2-Bromo-5-trifluoromethyl-benzyl)-4-methyl-5-phenyl-oxazolidin-2-one

반응 조건

후처리

1. 1
   온도the reaction was warmed to room temperature
2. 2
   workup.STIRRINGstirred overnight
3. 3
   기타the mixture was transferred to a separatory funnel
4. 4
   기타partitioned between EtOAc and H2O
5. 5
   기타The organic layer was separated
6. 6
   세척washed with brine
7. 7
   건조dried over MgSO4
8. 8
   여과filtered
9. 9
   농축concentrated

실험 절차

To (4S,5R)-(−)-4-methyl-5-phenyl-2-oxazolidinone (0.386 g, 2.13 mmol) in THY (7 mL) at −78° C. under N2 was added n-butyllithium (2.5M in hexanes; 0.94 mL, 2.35 mmol), and the mixture was stirred at −78° C. for 30 minutes. 2-Bromo-5-(trifluoromethyl)benzyl bromide (0.678 g, 2.13 mmol) was added, and the reaction was warmed to room temperature and stirred overnight. Once no starting material was seen by analytical LCMS, the mixture was transferred to a separatory funnel and partitioned between EtOAc and H2O. The organic layer was separated and washed with brine, dried over MgSO4, filtered, and concentrated to give the title compound.

출처