Allyl chloride → 2-methyl-1,3-bis(prop-2-en-1-yloxy)benzene

HRID 1722063Notes

Reaction equation

HRID 1722063 reaction equation
[CH3:1][C:2]1[C:8]([OH:9])=[CH:7][CH:6]=[CH:5][C:3]=1[OH:4].[C:10](=O)([O-])[O-].[K+].[K+].[CH2:16](Cl)[CH:17]=[CH2:18].[CH3:20][C:21](N(C)C)=O>>[CH2:16]([O:4][C:3]1[CH:5]=[CH:6][CH:7]=[C:8]([O:9][CH2:10][CH:21]=[CH2:20])[C:2]=1[CH3:1])[CH:17]=[CH2:18]

Participants

5

Reactant 4

HCID 7850Allyl chlorideHCID 11430Potassium CarbonateHCID 118432-MethylresorcinolHCID 31374Dimethylacetamide

Product 1

HCID 2945272-methyl-1,3-bis(prop-2-en-1-yloxy)benzene

Conditions

Temperature
100 °C

Procedure

A 3 l 4-neck flask equipped as in Example 1 was charged with 1.5 l of dimethyl acetamide, 124 g of 2-methylresorcinol, and 345 g of anhydrous potassium carbonate. The mixture was stirred and heated to 100° C. A 200 ml charge of allyl chloride was then added over 1 hr. Heating and stirring were continued for 5.5 hrs. The mixture was then stirred and let cool overnight.

Workup

  1. customA 3 l 4-neck flask equipped as in Example 1
  2. additionwas then added over 1 hr
  3. temperatureHeating
  4. stirringstirring
  5. stirringThe mixture was then stirred
  6. temperaturelet cool overnight

Sources & evidence

ORD record
ord-3ce733fe496243bd819e1de21986d2d8
Source dataset
uspto-grants-1989_08
Patent number
US04853449

Reaction notes

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