Potassium Carbonate → HCID 57545204, compound

HRID 1661517Notes

Reaction equation

HRID 1661517 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([OH:13])[CH:7]=[C:8]([O:10][CH2:11][CH3:12])[CH:9]=1)[CH3:2].Br[CH:15]([C:20]1[CH:25]=[CH:24][C:23]([Br:26])=[CH:22][CH:21]=1)[C:16]([O:18][CH3:19])=[O:17].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH3:19][O:18][C:16](=[O:17])[CH:15]([C:20]1[CH:25]=[CH:24][C:23]([Br:26])=[CH:22][CH:21]=1)[O:13][C:6]1[CH:7]=[C:8]([O:10][CH2:11][CH3:12])[CH:9]=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12652201HCID 12652201, compoundHCID 12717577Methyl bromo(4-bromophenyl)acetate

Product 1

HCID 57545204HCID 57545204, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

20.0 g (110 mmol) of 3,5-diethoxyphenol and 30.7 g (99.8 mmol) of methyl bromo(4-bromophenyl)acetate are dissolved in 39 ml of 2-butanone under argon at RT, and 31.0 g (225 mmol) of potassium carbonate are added. The reaction mixture is heated under RF for 4 h. After cooling, the precipitate is filtered off with suction and washed with 2-butanone, and the filtrate is concentrated. Chromatography on silica gel 60 (mobile phase: toluene) results in 33.1 g (81% of theory) of the product.

Workup

  1. temperatureThe reaction mixture is heated under RF for 4 h
  2. temperatureAfter cooling
  3. filtrationthe precipitate is filtered off with suction
  4. washwashed with 2-butanone
  5. concentrationthe filtrate is concentrated
  6. customChromatography on silica gel 60 (mobile phase: toluene) results in 33.1 g (81% of theory) of the product

Sources & evidence

ORD record
ord-44a65cb3562c44beb484fdbbe60963dd
Source dataset
uspto-grants-2011_10
Patent number
US08030347B2

Reaction notes

Loading…