1-Methylpyrrolidine → HCID 89783093, compound

HRID 2173689Notes

Reaction equation

HRID 2173689 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].[CH3:19][N:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1>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].[CH3:19][N+:20]1([CH3:2])[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

4

Reactant 2

HCID 84541-MethylpyrrolidineHCID 23081881HCID 23081881, compound2×

Product 1

HCID 89783093HCID 89783093, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Methyl bis(pentafluoroethyl)phosphinate, (C2F5)2P(O)OCH3, (3.15 g; 10.0 mmol) is slowly added dropwise to dry, cooled (0° C.) N-methylpyrrolidine (0.85 g; 10.0 mmol) (exothermic) in a 25 ml glass flask. A white suspension forms. The reaction mixture is diluted with 2 ml of n-hexane, warmed to room temperature and stirred for 30 min. The readily volatile constituents are removed in vacuo (10−3 mbar) at 35° C. N,N-Dimethylpyrrolidinium bis(pentafluoroethyl)phosphinate, [MMPL][(C2F5)2P(O)O], (2.72 g; 6.8 mmol) is isolated as white solid in a yield of 68% and a purity of 98%.

Workup

  1. customto dry
  2. customThe readily volatile constituents are removed in vacuo (10−3 mbar) at 35° C

Sources & evidence

ORD record
ord-f321aa57734c4a17807c2dfde652eef9
Source dataset
uspto-grants-2015_06
Patent number
US09056881B2

Reaction notes

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