Methylparaben → HCID 19917654, compound

HRID 1755609Notes

Reaction equation

HRID 1755609 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][CH:13]([CH2:17][CH:18]=[CH2:19])[CH2:14][CH:15]=[CH2:16].[OH:20][C:21]1[CH:30]=[CH:29][C:24]([C:25]([O:27][CH3:28])=[O:26])=[CH:23][CH:22]=1.C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH2:16]=[CH:15][CH2:14][CH:13]([O:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][O:20][C:21]1[CH:22]=[CH:23][C:24]([C:25]([O:27][CH3:28])=[O:26])=[CH:29][CH:30]=1)[CH2:17][CH:18]=[CH2:19]

Participants

5

Reactant 3

HCID 7456MethylparabenHCID 11430Potassium CarbonateHCID 11078067HCID 11078067, compound

Product 1

HCID 19917654HCID 19917654, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

15 g of the compound (4), 8.3 g of methyl 4-hydroxybenzoate and 23 g of potassium carbonate were dissolved in 100 ml of 2-butanone, and reflux was carried out for 11 hours in an atmosphere of argon. After the solid matter generated was filtered off, the solvent was evaporated, and the residue was purified by a chromatography using a column filled with alumina and silica gel, to obtain 14 g of the compound (5). (Yield: 77%)

Workup

  1. temperaturereflux
  2. filtrationAfter the solid matter generated was filtered off
  3. customthe solvent was evaporated
  4. customthe residue was purified by a chromatography
  5. additionfilled with alumina and silica gel

Sources & evidence

ORD record
ord-c4a010af533e4f068cb66a89701862cd
Source dataset
uspto-grants-1995_08
Patent number
US05437816

Reaction notes

Loading…