Potassium Carbonate → HCID 53945861, compound

HRID 2253725Notes

Reaction equation

HRID 2253725 reaction equation
[C:1]([CH2:5][C:6]1[CH:7]=[C:8]([OH:17])[CH:9]=[C:10]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:11]=1)([O:3][CH3:4])=[O:2].C([O-])([O-])=O.[K+].[K+].[CH2:24](Br)[CH:25]=[CH:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CC(C)=O>[C:1]([CH2:5][C:6]1[CH:7]=[C:8]([O:17][CH2:24][CH:25]=[CH:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:9]=[C:10]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:11]=1)([O:3][CH3:4])=[O:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 98116BromomethylstyreneHCID 19356418HCID 19356418, compound

Product 1

HCID 53945861HCID 53945861, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2.00 g (9.0 mmoles) if 3,5-di-(carbmethoxymethyl)phenol in 75 ml acetone is added 1.24 g (9.0 mmoles) of K2CO3 followed by 1.77 g (9.0 mmoles) of cinnamylbromide. This reaction mixture is refluxed for 2 hours, cooled to room temperature, filtered and concentrated down in vacuo. Purification by flash chromatography affords 1,3-di-(carbomethoxymethyl)-5-cinnamyloxybenzene which is used directly in the next step.

Workup

  1. temperatureThis reaction mixture is refluxed for 2 hours
  2. filtrationfiltered
  3. concentrationconcentrated down in vacuo
  4. customPurification by flash chromatography

Sources & evidence

ORD record
ord-e6339c1c61924a50bd70e38f69197950
Source dataset
uspto-grants-1993_08
Patent number
US05232948

Reaction notes

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