Ethyl diazoacetate → HCID 20344530, compound

HRID 2049832Notes

Reaction equation

HRID 2049832 reaction equation
[C:1]1([S:7][CH:8]=[C:9]([CH3:11])[CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+](=[CH:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N-]>C1(C)C(C)=CC=CC=1>[C:1]1([S:7][CH:8]2[CH:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:9]2([CH3:11])[CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 12192Ethyl diazoacetateHCID 12308536Benzene, [(2-methyl-1-propenyl)thio]-

Product 1

HCID 20344530HCID 20344530, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Alternately, when no catalyst is used, the reaction is carried out at a higher temperature (approx. 150° ) for thermal decomposition. Xylene is heated to reflux and a mixture of 2-methyl-1-propenyl phenyl sulfide and ethyl diazoacetate is added dropwise over 2 hr. Reflux is continued an additional 1 hr or until nitrogen evolution has ceased. The reaction is then filtered, dried and solvent is removed, giving ethyl 3-phenylthio-2,2-dimethylcyclopropanecarboxylate.

Workup

  1. customis carried out at a higher temperature (approx. 150° ) for thermal decomposition
  2. temperatureto reflux
  3. additionis added dropwise over 2 hr
  4. temperatureReflux
  5. filtrationThe reaction is then filtered
  6. customdried
  7. customsolvent is removed

Sources & evidence

ORD record
ord-39d5f0e3c5814ef6b74a35daa388a009
Source dataset
uspto-grants-1980_04
Patent number
US04198527

Reaction notes

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