Water → HCID 20062888, compound

HRID 1084940Notes

Reaction equation

HRID 1084940 reaction equation
[C:1](=[O:4])([O-])[O-:2].[K+].[K+].[C:7](#N)C.[CH2:10]([N+](CCCC)(CCCC)CCCC)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[CH2:30](Br)[CH:31]=[CH2:32].[OH2:34]>>[CH2:30]([O:34][C:15]1[CH:16]=[C:11]([CH3:10])[CH:12]=[CH:13][C:14]=1[C:1]([O:2][CH3:7])=[O:4])[CH:31]=[CH2:32]

Participants

6

Reactant 5

HCID 962WaterHCID 6342AcetonitrileHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 124611Benzyltributylammonium bromide

Product 1

HCID 20062888HCID 20062888, compound

Procedure

265 g of potassium carbonate, 637 ml of acetonitrile, 300 g of benzyl tributylammonium and 279 g of allyl bromide were introduced into a 4-liter round-bottomed flask and 391.5 g of methyl 2-hydroxy-4-methylbenxzoate were then added slowly. The temperature rose up to 36° C. The contents were then heated under reflux, with vigorous stirring, for 4 hours and then cooled and the reaction mixture poured into 7 liters of water. The oily layer formed was decanted and extracted with ether and the solution containing ether was then dried over sodium sulphate. The ether was then distilled off, the distillation towards the end being carried out under vacuum, until a constant weight was obtained.

Workup

  1. addition391.5 g of methyl 2-hydroxy-4-methylbenxzoate were then added slowly
  2. customrose up to 36° C
  3. temperatureThe contents were then heated
  4. temperatureunder reflux, with vigorous stirring, for 4 hours
  5. temperaturecooled
  6. customThe oily layer formed
  7. customwas decanted
  8. extractionextracted with ether
  9. additionthe solution containing ether
  10. dry with materialwas then dried over sodium sulphate
  11. distillationThe ether was then distilled off
  12. distillationthe distillation towards the end
  13. customwas obtained

Sources & evidence

ORD record
ord-10800121d1e74ceea2a007a5b6a8e96b
Source dataset
uspto-grants-1991_04
Patent number
US05006570

Reaction notes

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