Cyclopropyl methyl ketone → HCID 21537873, compound

HRID 1076691Notes

Reaction equation

HRID 1076691 reaction equation
C(O[C:4]([C:6]1[CH:15]=[N:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=1)=[O:5])C.[CH:16]1([C:19]([CH3:21])=[O:20])[CH2:18][CH2:17]1.C[O-].[Na+]>C1C=CC=CC=1>[CH:16]1([C:19](=[O:20])[CH2:21][C:4]([C:6]2[CH:15]=[N:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:7]=2)=[O:5])[CH2:18][CH2:17]1

Participants

5

Reactant 3

HCID 13004Cyclopropyl methyl ketoneHCID 5827017065-23-8HCID 10942334Sodium Methoxide

Product 1

HCID 21537873HCID 21537873, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 3.0 g. of ethyl-2-quinoxalate, 1.7 g. of cyclopropylmethyl ketone and 0.9 g. of sodium methoxide in 100 ml. of benzene is heated under reflux for 4 hours. The mixture is diluted with 100 ml. of water and the benzene phase is separated. The aqueous solution is made weakly acidic with dilute hydrochloric acid and extracted with chloroform. The chloroform solution is dried over magnesium sulfate and concentrated under reduced pressure to yield straw-colored crystals, which are recrystallized from acetonitrile to provide cream-colored crystals, melting point 113°-115°C.

Workup

  1. additionA mixture of 3.0 g
  2. temperatureunder reflux for 4 hours
  3. additionThe mixture is diluted with 100 ml
  4. customof water and the benzene phase is separated
  5. extractionextracted with chloroform
  6. dry with materialThe chloroform solution is dried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customto yield straw-colored crystals, which
  9. customare recrystallized from acetonitrile
  10. customto provide cream-colored crystals, melting point 113°-115°C.

Sources & evidence

ORD record
ord-59d9b85694c344a596750be2a22c4cb8
Source dataset
uspto-grants-1976_05
Patent number
US03957805

Reaction notes

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