Potassium Carbonate → HCID 21541283, compound

HRID 1075852Notes

Reaction equation

HRID 1075852 reaction equation
Cl[CH2:2][CH:3]([OH:13])[CH2:4][N:5]1[CH:10]([CH3:11])[CH2:9][CH2:8][CH2:7][CH:6]1[CH3:12].[CH3:14][O:15][CH2:16][CH2:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[OH:25].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:12][CH:6]1[CH2:7][CH2:8][CH2:9][CH:10]([CH3:11])[N:5]1[CH2:4][CH:3]([OH:13])[CH2:2][O:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[O:18][CH2:17][CH2:16][O:15][CH3:14]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 112752342-(2-methoxyethoxy)phenolHCID 20373484HCID 20373484, compound

Product 1

HCID 21541283HCID 21541283, compoundYield 67.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4.5 g of 1-chloro-3-(2,6-dimethylpiperidino)-2-propanol is added to a mixture of 3.4 g of 2-(2-methoxyethoxy)phenol, 2.8 g of anhydrous potassium carbonate and 70 ml of acetone, and the resulting mixture is refluxed with stirring for 20 hours. The insoluble matter is then filtered off, and the filtrate is concentrated under reduced pressure. To the residue is added ether, and the ethereal solution is extracted with two 80 ml portions of 10% hydrochloric acid. The aqueous layer is made alkaline with sodium hyroxide, and the separated oil is extracted twice with ether. The ether layer is dried over anhydrous potassium carbonate, and the ether is removed to give 4.6 g of 1-(2,6-dimethylpiperidino)-3-[2-(2-methoxyethoxy)phenoxy]-2-propanol, melting at 92°-94°C.

Workup

  1. temperaturethe resulting mixture is refluxed
  2. filtrationThe insoluble matter is then filtered off
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. additionTo the residue is added ether
  5. extractionthe ethereal solution is extracted with two 80 ml portions of 10% hydrochloric acid
  6. extractionthe separated oil is extracted twice with ether
  7. dry with materialThe ether layer is dried over anhydrous potassium carbonate
  8. customthe ether is removed

Sources & evidence

ORD record
ord-f4a549da3bae419ba979821121690a7e
Source dataset
uspto-grants-1976_05
Patent number
US03954776

Reaction notes

Loading…