Pyridine → HCID 87547928, compound

HRID 2173692Notes

Reaction equation

HRID 2173692 reaction equation
[F:1][C:2]([P:8]([C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15])(=[O:12])[O:9]CC)([F:7])[C:3]([F:6])([F:5])[F:4].[N:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[F:7][C:2]([P:8]([C:13]([F:18])([F:19])[C:14]([F:17])([F:16])[F:15])(=[O:9])[O-:12])([F:1])[C:3]([F:6])([F:5])[F:4].[CH2:25]([N+:20]1[CH:14]=[CH:13][CH:23]=[CH:22][CH:21]=1)[CH3:24]

Participants

3

Reactant 2

HCID 1049PyridineHCID 23081745HCID 23081745, compound2×

Product 1

HCID 87547928HCID 87547928, compound

Procedure

Ethyl bis(pentafluoroethyl)phosphinate, (C2F5)2P(O)OC2H5, (3.956 g; 12.0 mmol) is slowly added dropwise to dry and cooled (0° C.) pyridine (0.941 g; 11.9 mmol) in a 25 ml glass flask. A pale-yellow, more highly viscous solution forms spontaneously. After 30 minutes at 0° C. and 6 h at room temperature, the reaction solution is a brown-orange colour. The readily volatile constituents are removed in vacuo (10−3 mbar) at 40° C. N-Ethylpyridinium bis(pentafluoroethyl)phosphinate, [EPy][(C2F5)2P(O)O], (4.845 g; 11.8 mmol) can be isolated as highly viscous, intensely brown-orange liquid in quantitative yield and a purity of 99%.

Workup

  1. customto dry
  2. custom6 h
  3. customat room temperature
  4. customThe readily volatile constituents are removed in vacuo (10−3 mbar) at 40° C

Sources & evidence

ORD record
ord-f7e07dddf5d74f1285e486baef67166f
Source dataset
uspto-grants-2015_06
Patent number
US09056881B2

Reaction notes

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