Potassium Carbonate → HCID 13723675, compound

HRID 1706691Notes

Reaction equation

HRID 1706691 reaction equation
Br[CH:2]([CH2:8]Br)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:10][C:11]1[CH:12]=[C:13]([OH:19])[C:14](=[CH:16][C:17]=1[CH3:18])[OH:15].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:10][C:11]1[C:17]([CH3:18])=[CH:16][C:14]2[O:15][CH:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH2:8][O:19][C:13]=2[CH:12]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 97945Ethyl 2,3-dibromopropionateHCID 127302874,5-Dimethylbenzene-1,2-diol

Product 1

HCID 13723675HCID 13723675, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
30 °C

Procedure

86 g of ethyl 2,3-dibromopropionate was added, over a 15-minute period, to a stirred mixture of 41 g of 6A, 97 g of potassium carbonate and 300 ml of acetone. The temperature of the mixture rose to 60° C. The mixture was refluxed for 19 hours, cooled to 30° C. and filtered. The solvent was evaporated from the filtrate under reduced pressure. The residue was recrystallized from hexane to give 6, mp: 71°-72° C.

Workup

  1. customrose to 60° C
  2. temperatureThe mixture was refluxed for 19 hours
  3. filtrationfiltered
  4. customThe solvent was evaporated from the filtrate under reduced pressure
  5. customThe residue was recrystallized from hexane
  6. customto give 6, mp: 71°-72° C.

Sources & evidence

ORD record
ord-e58108ecf2e148408ec945bc59295362
Source dataset
uspto-grants-1980_06
Patent number
US04208424

Reaction notes

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