Methanol → HCID 21721485, compound

HRID 1074911Notes

Reaction equation

HRID 1074911 reaction equation
[OH-].[K+].[CH:3]1[CH2:7]C=[CH:5][CH:4]=1.[CH3:8][C:9]([CH:11]=[CH2:12])=O.[CH3:13]O>>[CH3:8][C:9]1[CH:5]=[CH:4][C:3](=[CH2:7])[C:11]=1[CH:12]=[CH2:13]

Participants

5

Reactant 4

HCID 887MethanolHCID 6570Methyl vinyl ketoneHCID 7612CyclopentadieneHCID 14797Potassium Hydroxide

Product 1

HCID 21721485HCID 21721485, compound

Procedure

Into a glass reactor equipped with a dropping funnel and nitrogen inlet is charged methanol (240 ml) containing potassium hydroxide (1.2 moles). The solution is cooled to 10°-15° C. and freshly distilled cyclopentadiene (2 moles) is added. The solution is cooled to -5° to 5° C. and methylvinylketone (2 moles) is added dropwise during 23/4 hours. After addition, cooling is removed and the solution is stirred for about 15 hours. Then an equal volume of distilled water is added and the organic layer is extracted with chloroform. The organic layer is separated, dried and the chloroform evaporated leaving a red viscous oil, which is vacuum distilled to give the product, methyl vinyl fulvene.

Workup

  1. customInto a glass reactor equipped with a dropping funnel and nitrogen inlet
  2. temperatureThe solution is cooled to 10°-15° C.
  3. temperatureThe solution is cooled to -5° to 5° C.
  4. additionAfter addition
  5. temperaturecooling
  6. customis removed
  7. additionThen an equal volume of distilled water is added
  8. extractionthe organic layer is extracted with chloroform
  9. customThe organic layer is separated
  10. customdried
  11. customthe chloroform evaporated
  12. customleaving a red viscous oil, which
  13. distillationdistilled

Sources & evidence

ORD record
ord-638e6f4ba59f415abb176b7b497241b0
Source dataset
uspto-grants-1983_07
Patent number
US04394466

Reaction notes

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