2,6-Lutidine → (5-Oxotetrahydrofuran-3-yl)methyl trifluoromethanesulfonate
Reaction equation
[F:1][C:2]([F:15])([F:14])[S:3]([O:6]S(C(F)(F)F)(=O)=O)(=[O:5])=[O:4].O[CH2:17][CH:18]1[CH2:22][O:21][C:20](=[O:23])[CH2:19]1.N1C(C)=CC=CC=1C>C(Cl)Cl>[F:1][C:2]([F:15])([F:14])[S:3]([O:6][CH2:17][CH:18]1[CH2:19][C:20](=[O:23])[O:21][CH2:22]1)(=[O:5])=[O:4]Participants
5
Conditions
- Temperature
- 0 °C
Procedure
A solution of trifluoromethanesulfonic anhydride (15.0 g, 53.2 mmol) in DCM (25 mL) was added dropwise to a solution of 4-(hydroxymethyl)dihydrofuran-2(3H)-one (4.75 g, 41.0 mmol) and 2,6-lutidine (7.15 mL, 61.4 mmol) in DCM (111 mL) at 0° C. The mixture was stirred at 0° C. for 20 minutes. The product mixture was diluted with DCM (100 mL) and was washed with water (3×100 mL). The organic phase was dried over magnesium sulfate and evaporated under vacuum.
Workup
- washwas washed with water (3×100 mL)
- dry with materialThe organic phase was dried over magnesium sulfate
- customevaporated under vacuum
Sources & evidence
- ORD record
- ord-d0a057e4dd90443ebb449ded3dd0e580
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09359381B2
Reaction notes
Loading…