Nitroethane → HCID 13358884, compound

HRID 1710197Notes

Reaction equation

HRID 1710197 reaction equation
[C:1]1(=O)O[C:4](=O)[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[N+:12](CC)([O-])=[O:13].C=CCCCC>C(N(CC)CC)C>[CH3:1][C:2]1[CH2:10][CH:9]([CH2:8][CH2:7][CH2:3][CH3:4])[O:13][N:12]=1

Participants

5

Reactant 3

HCID 6587NitroethaneHCID 6811Phthalic AnhydrideHCID 115971-Hexene

Product 1

HCID 13358884HCID 13358884, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A reactor was charged with 20.0 parts phthalic anhydride, 20.9 parts nitroethane, 34.0 parts 1-hexene and heated to reflux. Then, 13.8 parts of triethylamine was slowly added over a one hour period. The mixture was refluxed for 20 hours. The product mixture was vacuum fractionally distilled to provide 3-methyl-5-butylisoxazoline in good yields.

Workup

  1. temperatureheated to reflux
  2. temperatureThe mixture was refluxed for 20 hours
  3. distillationfractionally distilled

Sources & evidence

ORD record
ord-a4177058d19c411bb60e4bc1cfbc9aca
Source dataset
uspto-grants-1990_08
Patent number
US04952700

Reaction notes

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