Methyl Ethyl Ketone → 2-(4-Pentoxyphenoxymethyl)oxirane

HRID 1165256Notes

Reaction equation

HRID 1165256 reaction equation
[CH2:1]([O:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH3:5].C([O-])([O-])=O.[K+].[K+].[CH2:20]([C:22]([CH3:24])=[O:23])C>>[CH2:1]([O:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH2:20][CH:22]2[CH2:24][O:23]2)=[CH:11][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 3

HCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 29353Phenol, 4-(pentyloxy)-

Product 1

HCID 147482762-(4-Pentoxyphenoxymethyl)oxirane

Procedure

A mixture of 24.41 g of 4-pentoxyphenol, 56 g of K2CO3, 34.7 ml of epicholorohydrin and 500 ml of methyl ethyl ketone was refluxed overnight. Solvent and solid were removed to yield a residue which was distilled by a Kugelrohr adaptor to give the title compound, bp 175°/0.01 mmHg.

Workup

  1. temperaturewas refluxed overnight
  2. customSolvent and solid were removed
  3. customto yield a residue which
  4. distillationwas distilled by a Kugelrohr adaptor

Sources & evidence

ORD record
ord-59355c75c4a64e0a8ce9825ac7fd3871
Source dataset
uspto-grants-1990_03
Patent number
US04908384

Reaction notes

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