Pyrrolidine, 1-butyl- → HCID 89783134, compound

HRID 2173691Notes

Reaction equation

HRID 2173691 reaction equation
[F:1][C:2]([P:8]([C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])(=[O:11])[O:9]C)([F:7])[C:3]([F:6])([F:5])[F:4].[CH2:19]([N:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1)[CH2:20][CH2:21][CH3:22]>CCCCCC>[F:7][C:2]([P:8]([C:12]([F:17])([F:18])[C:13]([F:16])([F:15])[F:14])(=[O:9])[O-:11])([F:1])[C:3]([F:6])([F:5])[F:4].[CH2:19]([N+:23]1([CH3:2])[CH2:27][CH2:26][CH2:25][CH2:24]1)[CH2:20][CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 69843Pyrrolidine, 1-butyl-HCID 23081881HCID 23081881, compound2×

Product 1

HCID 89783134HCID 89783134, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Methyl bis(pentafluoroethyl)phosphinate, (C2F5)2P(O)OCH3, (3.67 g; 11.6 mmol) is slowly added dropwise to dry and cooled (0° C.) N-butyl-pyrrolidine (1.38 g; 11.2 mmol) (exothermic) in a 25 ml glass flask. A pale-yellow solid forms. The reaction mixture is warmed to room temperature, diluted with 10 ml of n-hexane and stirred for 16.5 h. The readily volatile constituents are removed in vacuo (10−3 mbar) at room temperature. N-Butyl-N-methylpyrrolidinium bis(pentafluoroethyl)phosphinate, [BMPL][(C2F5)2P(O)O], (4.71 g; 10.7 mmol) is isolated as pale-yellow solid in a yield of 96% and a purity of 99%.

Workup

  1. customto dry
  2. customThe readily volatile constituents are removed in vacuo (10−3 mbar) at room temperature

Sources & evidence

ORD record
ord-5d0a925b70404166b9d50837b57c508e
Source dataset
uspto-grants-2015_06
Patent number
US09056881B2

Reaction notes

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