Potassium Carbonate → HCID 54478685, compound

HRID 1631856Notes

Reaction equation

HRID 1631856 reaction equation
Cl[CH2:2][CH2:3][C:4]([O:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17]([C:20]([C:22]([OH:40])([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][O:34][C:35](=[O:39])[CH2:36][CH2:37]Cl)=[CH:27][CH:26]=2)[CH3:23])=[O:21])([OH:19])[CH3:18])=[CH:12][CH:11]=1)=[O:5].C([O-])([O-])=O.[K+].[K+].C(C1C=C(C)C=C(C(C)(C)C)C=1O)(C)(C)C>CC(C)=O>[C:4]([O:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:16][C:17]([C:20]([C:22]([OH:40])([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][O:34][C:35](=[O:39])[CH:36]=[CH2:37])=[CH:27][CH:26]=2)[CH3:23])=[O:21])([OH:19])[CH3:18])=[CH:14][CH:15]=1)(=[O:5])[CH:3]=[CH2:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 314042,6-Di-tert-butyl-4-methylphenolHCID 68742293HCID 68742293, compound

Product 1

HCID 54478685HCID 54478685, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

7 g (22 mmol) of 4-(2-(3-chloropropionyloxy)ethoxy)phenyl-2-hydroxy-2-propyl-ketone was dissolved in 70 ml acetone. 4.6 g (33 mmol) K2CO3 and 50 mg 2,6-di-tert.butyl-4-methylphenol were added. The mixture was refluxed for 3 hours. After cooling down to room temperature, the inorganic salts were removed by filtration and the solvent was removed under reduced pressure. The residue was treated with 75 ml n.-hexane. 4-(2-acryloyloxyethoxy)phenyl-2-hydroxy-2-propyl ketone crystallized from the medium. 4.2 (67.7%) of 4-(2-acryloyloxyethoxy)phenyl-2-hydroxy-2-propyl ketone was isolated.

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. customthe inorganic salts were removed by filtration
  3. customthe solvent was removed under reduced pressure
  4. additionThe residue was treated with 75 ml n
  5. custom4-(2-acryloyloxyethoxy)phenyl-2-hydroxy-2-propyl ketone crystallized from the medium

Sources & evidence

ORD record
ord-a12682adf9674664a5393d8210a5dbd1
Source dataset
uspto-grants-2014_07
Patent number
US08791289B2

Reaction notes

Loading…