Propanoic acid, 2,2,3,3,3-pentafluoro-, methyl ester → Sodium pentafluoropropionate

HRID 3964

Reaction equation

HRID 3964 reaction equation
[F:1][C:2]([F:11])([C:7]([F:10])([F:9])[F:8])[C:3]([O:5]C)=[O:4].C[Si](C)(C)[O-].[Na+:17]>C(Cl)Cl>[F:1][C:2]([F:11])([C:7]([F:10])([F:9])[F:8])[C:3]([O-:5])=[O:4].[Na+:17]

Participants

4

Reactant 2

HCID 9783Propanoic acid, 2,2,3,3,3-pentafluoro-, methyl esterHCID 23672319Sodium trimethylsilanolate

Product 1

HCID 2733305Sodium pentafluoropropionateYield 92%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The procedure of Example 1 was followed using methyl perfluoropropionate (3 mL, 23.4 mmol), sodium trimethylsilanolate (2.63 g, 23.4 mmol), dry methylene chloride (100 mL), and a 1 h reaction time. Sodium perfluoropropionate (4.0 g, 92% yield) was obtained as a white solid: 1H NMR (D2O) δ -82.4 (t, J=2 Hz, CF3, 3F), -120.1 ppm (q, J=2 Hz, CF2, 2F).

Workup

  1. customa 1 h reaction time

Sources & evidence

ORD record
ord-f50e1f0a36124d9191e96386a1984340
Source dataset
uspto-grants-1988_02
Patent number
US04723016

Linked notes

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