Hydroxide → ((p-(2-Methoxyethyl)phenoxy)methyl)oxirane

HRID 1069802Notes

Reaction equation

HRID 1069802 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.[CH2:12]([CH:14]1[O:16][CH2:15]1)Cl.C1(O)C=CC=CC=1.[Na].[K].[OH-]>O>[O:16]1[CH2:15][CH:14]1[CH2:12][O:11][C:8]1[CH:9]=[CH:10][C:5]([CH2:4][CH2:3][O:2][CH3:1])=[CH:6][CH:7]=1

Participants

8

Reactant 6

HCID 961HydroxideHCID 996PhenolHCID 7835EpichlorohydrinHCID 925164-(2-Methoxyethyl)phenolHCID 5360545SodiumHCID 5462222Potassium

Product 1

HCID 92515((p-(2-Methoxyethyl)phenoxy)methyl)oxirane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

p-(2-Methoxyethyl)phenol (A) and epichlorohydrin (B, 1.4-2.0 eqv.) are reacted in water, at least 1.5 kg, preferably about 2 kg of water per kg of phenol, during the addition of sodium (or potassium) hydroxide solution, (1.3-1.7 eqv.) to form 1-(2,3-epoxypropoxy)-4-(2-methoxyethyl)benzene; (p-methoxyethyl-epoxypropoxybenzene). The reaction is preferably performed at a temperature of 50-70° C.

Sources & evidence

ORD record
ord-a2f92e52b6434a5db8407b696d297171
Source dataset
uspto-grants-2001_06
Patent number
US06252113B1

Reaction notes

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