Potassium Carbonate → HCID 19955441, compound

HRID 1714817Notes

Reaction equation

HRID 1714817 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:16][CH2:17][CH2:18][O:19][CH3:20]>CN(C)C=O>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH2:16][CH2:17][CH2:18][O:19][CH3:20])[CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 115633-BromophenolHCID 1189271-Chloro-3-methoxypropane

Product 1

HCID 19955441HCID 19955441, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 5.0 g of 3-bromophenol, 7.99 g of potassium carbonate and 3.77 g of 1-chloro-3-methoxypropane in 90 ml of dimethylformamide is stirred at 100° C. for 4.5 hours. The reaction mixture is clarified by filtration and the filtrate is evaporated in vacuo. The residue is taken up in 100 ml of tert-butyl methyl ether, and the organic phase is washed once each wit 50 ml of 1N NaOH, 50 ml of water and 50 ml of brine. The organic phase is dried with sodium sulphate, filtered and evaporated. 7.08 g of the title compound are obtained as an orange oil. Rt=4.91.

Workup

  1. filtrationThe reaction mixture is clarified by filtration
  2. customthe filtrate is evaporated in vacuo
  3. washthe organic phase is washed once each wit 50 ml of 1N NaOH, 50 ml of water and 50 ml of brine
  4. dry with materialThe organic phase is dried with sodium sulphate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-a59aa97bad9b47879068c77933a077e2
Source dataset
uspto-grants-2010_09
Patent number
US07799779B2

Reaction notes

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