Ethyl diazoacetate → HCID 20344544, compound

HRID 2049826Notes

Reaction equation

HRID 2049826 reaction equation
[CH3:1][C:2]([CH3:10])=[CH:3][O:4][CH2:5][C:6]([F:9])([F:8])[F:7].[N+](=[CH:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N-]>[Cu]>[F:7][C:6]([F:9])([F:8])[CH2:5][O:4][CH:3]1[CH:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:2]1([CH3:10])[CH3:1]

Participants

4

Reactant 2

HCID 12192Ethyl diazoacetateHCID 20344554HCID 20344554, compound

Product 1

HCID 20344544HCID 20344544, compound

Reagents, catalysts & solvents 1

HCID 23978CopperCatalyst

Procedure

2,2,2-Trifluoroethyl 2-methyl-1-propenyl ether (3.2 g) is combined, under nitrogen, with approx. 150 mg copper powder and heated to 130°. Ethyl diazoacetate (2.36 g) is very slowly added to the solution over 1.5 hr. The solution is then cooled and filtered, and the filtrate is washed with ether. The ether phase is distilled in vacuo to yield ethyl 3-(2,2,2-trifluoroethoxy)-2,2-dimethylcyclopropanecarboxylate.

Workup

  1. temperatureheated to 130°
  2. temperatureThe solution is then cooled
  3. filtrationfiltered
  4. washthe filtrate is washed with ether
  5. distillationThe ether phase is distilled in vacuo

Sources & evidence

ORD record
ord-7c08f51e82be4017b0ba3ce64d84fc01
Source dataset
uspto-grants-1980_04
Patent number
US04198527

Reaction notes

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