4-Methoxyphenethyl alcohol → Diglycidyl ether

HRID 1860393Notes

Reaction equation

HRID 1860393 reaction equation
COC1C=C[C:6]([CH2:9][CH2:10][O:11][CH2:12][CH:13]2[O:15][CH2:14]2)=CC=1.C[O:17]C1C=CC(CCO)=CC=1>C(C1OC1)Cl.[OH-].[Na+].[N+](CCCC)(CCCC)(CCCC)CCCC.[O-]S(O)(=O)=O>[CH2:12]([O:11][CH2:10][CH:9]1[O:17][CH2:6]1)[CH:13]1[O:15][CH2:14]1

Participants

6

Reactant 2

HCID 697054-Methoxyphenethyl alcoholHCID 18623212HCID 18623212, compound2×

Product 1

HCID 16704Diglycidyl etherYield 67%

Reagents, catalysts & solvents 3

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 7835EpichlorohydrinSolventHCID 14798Sodium HydroxideSolvent

Procedure

1-[2-(4-methoxyphenyl)ethoxy]-2,3-epoxypropane (24.1). By condensation of 4.8 g (31.5 mmol) of 4-methoxyphenethyl alcohol in a mixture of 25 ml of epichlorohydrin and 18 ml of 50% caustic soda and 430 mg of Bu4NHSO4 according to process 23.1, 4.42 g (yield: 67%) of glycidyl ether of formula 24.1 are prepared:

Sources & evidence

ORD record
ord-da3a0ffae9d349408fae32ccfe19ea58
Source dataset
uspto-grants-2003_03
Patent number
US06531469B1

Reaction notes

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