Reaction equation
N([O-])=O.[Na+].CC1(C)N([O])C(C)(C)CCC1.CC(O[Na])=[O:18].[F:21][C:22]([F:34])([C:25]([F:33])([F:32])[C:26]([F:31])([F:30])[CH:27]([F:29])[F:28])[CH2:23][OH:24].O=O>C(O)(=O)C>[F:21][C:22]([F:34])([C:25]([F:32])([F:33])[C:26]([F:30])([F:31])[CH:27]([F:28])[F:29])[C:23]([OH:18])=[O:24]Participants
7
Conditions
- Temperature
- 60 °C
Procedure
60 mL of acetic acid, 0.46 g sodium nitrite, TEMPO (0.35 g), CH3CO2Na (6.88 g) and 6.5 g of 2,2,3,3,4,4,5,5-octafluoro-pentan-1-ol were placed in a 100 mL1 glass flask equipped with a balloon containing oxygen, a reflux condenser and a stirrer. The mixture was stirred for 16 hr at 60° C. upon which the mixture was acidified as described in example 17 and extracted with diethyl ether (three times). The combined organic phases were washed with water and dried over magnesium sulfate. The solvent was removed at a rotary evaporator and the residue was distilled to give 3.82 g of acid (20 mmHg, 65° C.). Yield: 55%.
Workup
- customequipped with a balloon
- extractionextracted with diethyl ether (three times)
- washThe combined organic phases were washed with water
- dry with materialdried over magnesium sulfate
- customThe solvent was removed at a rotary evaporator
- distillationthe residue was distilled
Sources & evidence
- ORD record
- ord-a55f45991a464080aae0c3f82217b00d
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08809580B2
Linked notes
Loading…