Pentafluoropyridine → 2-(4-Benzyloxycarbonylphenoxy)-3,4,5,6-tetrafluoropyridine

HRID 382916Notes

Reaction equation

HRID 382916 reaction equation
F[C:2]1[N:7]=[C:6]([F:8])[C:5]([F:9])=[C:4]([F:10])[C:3]=1[F:11].[CH2:12]([O:19][C:20]([C:22]1[CH:28]=[CH:27][C:25]([O-:26])=[CH:24][CH:23]=1)=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[K+].[K]>CN(C)C=O>[CH2:12]([O:19][C:20]([C:22]1[CH:23]=[CH:24][C:25]([O:26][C:2]2[C:3]([F:11])=[C:4]([F:10])[C:5]([F:9])=[C:6]([F:8])[N:7]=2)=[CH:27][CH:28]=1)=[O:21])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 69690PentafluoropyridineHCID 5462222PotassiumHCID 23672351Potassium 4-benzyloxycarbonylphenoxide

Product 1

HCID 184593372-(4-Benzyloxycarbonylphenoxy)-3,4,5,6-tetrafluoropyridine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
0 °C

Procedure

33.8 g of pentafluoropyridine (0.2 mol) are dissolved in 500 ml of dimethylformamide, the solution is cooled to 0° C. by means of a cryostat, and a solution of 53.3 g of potassium 4-benzyloxycarbonylphenoxide (0.2 mol) in 400 ml of dimethylformamide is then added drop wise over the course of 2 hours. After 24 hours at 0° C., the potassium salt has reacted.

Sources & evidence

ORD record
ord-7b2db4be0f5d4ad3bc58d67ffe2a1eff
Source dataset
uspto-grants-2001_10
Patent number
US06310238B1

Reaction notes

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