Hydrochloric Acid → 1-(3-Furyl)-1-(4-methyl-5-oxazolyl)ethene

HRID 2820

Reaction equation

HRID 2820 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]([C:9]2[O:13][CH:12]=[N:11][C:10]=2[CH3:14])(O)[CH3:7])=[CH:2]1.Cl.C(OCC)C.C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[O:1]1[CH:5]=[CH:4][C:3]([C:6]([C:9]2[O:13][CH:12]=[N:11][C:10]=2[CH3:14])=[CH2:7])=[CH:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 516892Sodium BicarbonateHCID 97941531-(3-Furyl)-1-(4-methyl-5-oxazolyl)ethanol

Product 1

HCID 189362911-(3-Furyl)-1-(4-methyl-5-oxazolyl)ethene

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1-(3-Furyl)-1-(4-methyl-5-oxazolyl)ethanol (900 mg) in dry chloroform was treated with 1M anhydrous hydrogen chloride in diethylether (1.1 equivalents). After 10 minutes at room temperature, aqueous sodium hydrogen carbonate was added and the mixture was extracted with dichloromethane. The material thus obtained was purified by flash chromatography to give the title compound as an almost colourless liquid.

Workup

  1. extractionthe mixture was extracted with dichloromethane
  2. customThe material thus obtained
  3. customwas purified by flash chromatography

Sources & evidence

ORD record
ord-f8ae87d4cdb04743b3be2fcbfdc05511
Source dataset
uspto-grants-1998_03
Patent number
US05731335

Linked notes

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