Ethyl diazoacetate → HCID 66918072, compound

HRID 2080561Notes

Reaction equation

HRID 2080561 reaction equation
[Cl:1][C:2]1[C:3]([CH:9]=[CH2:10])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[N+](=[CH:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N-]>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[C:3]([CH:9]2[CH2:10][CH:13]2[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 2

HCID 12192Ethyl diazoacetateHCID 66917982HCID 66917982, compound

Product 1

HCID 66918072HCID 66918072, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 0.485 g of 3,5-dichloro-2-vinylpyridine (0.0014 mol) and 0.15 ml of ethyl diazoacetate (0.00127 mol) are added dropwise to 5 ml of refluxing xylene. The reaction mixture is refluxed for thirty minutes and left at room temperature overnight. After concentration to dryness and purification on silica, 250 mg of essentially pure ethyl 2-(3,5-dichloropyridin-2-yl)cyclopropanecarboxylate (75%) are obtained.

Workup

  1. temperatureThe reaction mixture is refluxed for thirty minutes
  2. concentrationAfter concentration
  3. customto dryness and purification on silica, 250 mg of essentially pure ethyl 2-(3,5-dichloropyridin-2-yl)cyclopropanecarboxylate (75%)
  4. customare obtained

Sources & evidence

ORD record
ord-281f8645bb774974b6d0193ba21cd8c5
Source dataset
uspto-grants-2011_04
Patent number
US07932396B2

Reaction notes

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