Isoeugenol → HCID 69589350, compound

HRID 2212887Notes

Reaction equation

HRID 2212887 reaction equation
C(C1[O:5]C1)Cl.[C:6]1([O:16][CH3:17])[C:7](=[CH:9][CH:10]=[C:11]([CH:15]=1)[CH:12]=[CH:13][CH3:14])[OH:8].[OH-].[Na+]>C(O)C>[O:5]1[C:12](=[CH:13][CH3:14])[C:11]2[CH:15]=[C:6]([O:16][CH3:17])[C:7]([OH:8])=[CH:9][C:10]1=2

Participants

5

Reactant 3

HCID 7338IsoeugenolHCID 7835EpichlorohydrinHCID 14798Sodium Hydroxide

Product 1

HCID 69589350HCID 69589350, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Epichlorohydrin 100 ml was mixed with isoeugenol 20 ml and NaOH 10 g dissolved in ethanol 10 ml, boiled to reflux for 4 hours. Obtained mixture was removed the included ethanol and passed through silica gel column chromatography, eluated with n-hexane and ethyl acetate (9:1), dryed with reduced pressure and obtained 4-epoxy isoeugenol (63 g).

Workup

  1. temperatureto reflux for 4 hours
  2. customObtained mixture
  3. customwas removed the included ethanol

Sources & evidence

ORD record
ord-a86cc7ba225546668b6829123c0782f4
Source dataset
uspto-grants-2006_09
Patent number
US07105521B2

Reaction notes

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