Ethanol → HCID 70546108, compound

HRID 1414142Notes

Reaction equation

HRID 1414142 reaction equation
[CH3:1][O-].[Na+].[CH2:4]([O:11][C:12]1[CH:17]=[CH:16][C:15](O)=[CH:14][CH:13]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.S([O:23][CH2:24][CH2:25][CH2:26]C1CC1)(=O)(=O)C.[CH2:30](O)[CH3:31]>CO.C(Cl)(Cl)Cl>[CH:31]1([C:15]2[CH:16]=[CH:17][C:12]([O:11][CH2:4][C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=3)=[C:13]([O:23][CH2:24][CH2:25][CH3:26])[CH:14]=2)[CH2:30][CH2:1]1

Participants

7

Reactant 4

HCID 702Ethanol2×HCID 7638MonobenzoneHCID 10942334Sodium MethoxideHCID 53710445HCID 53710445, compound

Product 1

HCID 70546108HCID 70546108, compoundYield 78.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 6212ChloroformSolvent

Procedure

12.43 ml of a 5.6 N mixture of sodium methylate and methyl alcohol (1 equivalent) are added to 13.9 g of p-benzoxyphenol in 60 ml of ethanol. Thereafter, 12.4 g of cyclopropylpropyl mesylate in 40 ml of ethanol are introduced, all at once, and the mixture is heated to the reflux temperature of this solvent for 3 hours. The ethanol is driven off by distillation, the residue is taken up in chloroform and the solution is washed with water, with N sodium hydroxide solution and then with water. From the chloroform (solution) are obtained 15.4 g of 4-cyclopropyl-propoxy-1-benzoxy-benzene (yield: 78.5%), M.p.=60° C. (MeOH).

Workup

  1. temperatureall at once, and the mixture is heated to the reflux temperature of this solvent for 3 hours
  2. distillationThe ethanol is driven off by distillation
  3. washthe solution is washed with water, with N sodium hydroxide solution

Sources & evidence

ORD record
ord-527e4ae801bb474e8dc15c6d1065e79d
Source dataset
uspto-grants-1981_02
Patent number
US04252984

Reaction notes

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