Diethyl Ether → HCID 178461648, compound

HRID 249066Notes

Reaction equation

HRID 249066 reaction equation
[CH3:1][N:2]([C@@H:4]([C-:6]1[CH:10]=[CH:9][CH:8]=[CH:7]1)[CH3:5])[CH3:3].[CH-:11]1[CH:15]=[CH:14][CH:13]=[CH:12]1.[Fe+2:16].C[I:18].C(OCC)C>CC(C)=O>[I-:18].[CH3:1][N+:2]([C@@H:4]([C-:6]1[CH:10]=[CH:9][CH:8]=[CH:7]1)[CH3:5])([CH3:11])[CH3:3].[CH-:11]1[CH:15]=[CH:14][CH:13]=[CH:12]1.[Fe+2:16]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6328Methyl iodideHCID 15823231cyclopenta-1,3-diene;(1R)-1-cyclopenta-2,4-dien-1-yl-N,N-dimethylethanamine;iron(2+)

Product 1

HCID 178461648HCID 178461648, compoundYield 200%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

20.0 g (77.8 mmol) of (R)-N,N-dimethyl-1-ferrocenylethylamine was added under argon atmosphere to a glass vessel (atmospheric pressure use only) with an agitator and dissolved in acetone 37 ml. After cooling with ice water, methyl iodide 21 ml (337 mmol) was added to the vessel and reacted for 15 minutes under cooling with ice water. After reaction, ethylether 160 ml was added to the vessel and crystals were deposited. The crystals were collected by filtration to obtain (R)-N,N,N-trimethyl-1-ferrocenylethylammonium iodide 31.0 g (77.8 mmol) (yield: 100%).

Workup

  1. additionwas added to the vessel
  2. customreacted for 15 minutes
  3. additionwas added to the vessel and crystals
  4. filtrationThe crystals were collected by filtration

Sources & evidence

ORD record
ord-b2cc510d4d24421a975271eb5f6dc29b
Source dataset
uspto-grants-1993_05
Patent number
US05212311

Reaction notes

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