3-Methoxyphenol → HCID 70549049, compound

HRID 1759461Notes

Reaction equation

HRID 1759461 reaction equation
Br[CH2:2]/[CH:3]=[C:4](\[CH3:12])/[CH:5]([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8].[CH3:13][O:14][C:15]1[CH:16]=[C:17]([OH:21])[CH:18]=[CH:19][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.O>[CH2:7]([O:6][CH:5]([O:9][CH2:10][CH3:11])/[C:4](/[CH3:12])=[CH:3]/[CH2:2][O:21][C:17]1[CH:18]=[CH:19][CH:20]=[C:15]([O:14][CH3:13])[CH:16]=1)[CH3:8]

Participants

6

Reactant 3

HCID 90073-MethoxyphenolHCID 11430Potassium CarbonateHCID 13046223HCID 13046223, compound

Product 1

HCID 70549049HCID 70549049, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 12.65 g of crude (E)-4-bromo-1,1-diethoxy-2-methyl-2-butene, 6.4 ml of m-methoxyphenol, and 8.1 anhydrous potassium carbonate in 100 ml sieve dried dimethylformamide is stirred at room temperature under nitrogen for about 43 hours and the reaction mixture diluted to 500 ml with water and extracted with a 300 ml and two 100 ml portions of hexane. The combined hexane extracts are washed with two portions of brine and dried with sodium sulfate. Concentration of the hexane extracts yields 6.45 g (E)-1,1-diethoxy-(4-m-methoxyphenoxy)-2-methyl-2-butene.

Workup

  1. extractionextracted with a 300 ml and two 100 ml portions of hexane
  2. washThe combined hexane extracts are washed with two portions of brine
  3. dry with materialdried with sodium sulfate

Sources & evidence

ORD record
ord-41862f3fa55944008c21e4804cf9701f
Source dataset
uspto-grants-1982_07
Patent number
US04340765

Reaction notes

Loading…