Ethanol → HCID 54321600, compound

HRID 615613Notes

Reaction equation

HRID 615613 reaction equation
[CH3:1][N:2]([CH3:17])[CH2:3][CH2:4][CH:5]([CH:14]1[CH2:16][CH2:15]1)[O:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1.[OH-].[K+].[CH2:20](O)C>>[CH3:17][N:2]([CH3:1])[CH2:3][CH2:4][CH:5]([CH:14]1[CH2:15][CH2:16]1)[O:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH3:20])=[CH:11][CH:12]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 53646608HCID 53646608, compound

Product 1

HCID 54321600HCID 54321600, compound

Procedure

A mixture of 23.5 g of 1-dimethylamino-3-cyclopropyl-3-p-hydroxyphenoxy-propane, 100 ml of absolute ethanol and 200 ml of 0.5N ethanolic KOH is stirred for one hour at 20° and evaporated. The residue is dissolved in 250 ml of absolute DMF. 12.6 g of dimethyl sulphate is added in portions, with stirring. The mixture is boiled for two hours and evaporated; the residue is subjected to the customary working up; and 1-dimethylamino-3-cyclopropyl-3-p-methoxyphenoxy-propane is obtained.

Workup

  1. customevaporated
  2. dissolutionThe residue is dissolved in 250 ml of absolute DMF
  3. addition12.6 g of dimethyl sulphate is added in portions
  4. stirringwith stirring
  5. waitThe mixture is boiled for two hours
  6. customevaporated

Sources & evidence

ORD record
ord-2ef66a1a874a48c4abf9baadbc58878f
Source dataset
uspto-grants-1985_02
Patent number
US04500541

Reaction notes

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