Potassium Carbonate → HCID 19829500, compound

HRID 1164933Notes

Reaction equation

HRID 1164933 reaction equation
[OH:1][CH:2]([C:8]1[CH:9]=[C:10]([OH:14])[CH:11]=[CH:12][CH:13]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].Br[C:16]([Br:19])([CH3:18])C.[C:20](=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[Br:19][CH2:16][CH2:18][CH2:20][O:14][C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([CH:2]([OH:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])[CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 116582,2-DibromopropaneHCID 117900843-(1-Hydroxyhexyl)phenol

Product 1

HCID 19829500HCID 19829500, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
80 °C

Procedure

19.4 g. (0.1 mole) 3-(1-hydroxyhexyl)-phenol and 80.4 g. (0.4 mole) dibromopropane are dissolved in 150 ml. methyl ethyl ketone and heated to 80° C. 15.2 g. Potassium carbonate are added thereto in the course of 1 hour. The reaction mixture is then stirred for 8 hours at 80° C., the residue is filtered off and the solvent is evaporated, together with excess dibromopropane. The residue is taken up in ethyl acetate, extracted twice with aqueous sodium hydroxide solution, washed neutral, dried and evaporated. There are obtained 25.8 g. (82% of theory) of the title compound in the form of an oil.

Workup

  1. customin the course of 1 hour
  2. filtrationthe residue is filtered off
  3. customthe solvent is evaporated, together with excess dibromopropane
  4. extractionextracted twice with aqueous sodium hydroxide solution
  5. washwashed neutral
  6. customdried
  7. customevaporated
  8. customThere are obtained 25.8 g

Sources & evidence

ORD record
ord-adbe36f623134faf8ffc0fa644f30dda
Source dataset
uspto-grants-1990_03
Patent number
US04906666

Reaction notes

Loading…