Potassium Carbonate → HCID 86625160, compound

HRID 1663378Notes

Reaction equation

HRID 1663378 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([CH:10]=[O:11])[CH:7]=[C:6]([Br:12])[C:5]=1[OH:13].C(=O)([O-])[O-].[K+].[K+].[N+:21]([C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27]Br)([O-:23])=[O:22]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C=O)C.O>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([CH:10]=[O:11])[CH:7]=[C:6]([Br:12])[C:5]=1[O:13][CH2:27][C:26]1[CH:29]=[CH:30][CH:31]=[C:24]([N+:21]([O-:23])=[O:22])[CH:25]=1

Participants

7

Reactant 3

HCID 11430Potassium CarbonateHCID 77568Benzene, 1-(bromomethyl)-3-nitro-HCID 86062035HCID 86062035, compound

Product 1

HCID 86625160HCID 86625160, compound

Reagents, catalysts & solvents 3

HCID 67553Tetrabutylammonium IodideCatalystHCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 3-bromo-5-formyl-2-hydroxy-benzoic acid methyl ester (518 mg), potassium carbonate (613 mg), tetrabutylammonium iodide (68 mg) and 3-nitrobenzyl bromide (525 mg) in DMF (10 ml) was heated at 60° C. for 5 h. The mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried (MgSO4), filtered and concentrated in vacuo.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-eed86f49a7c94bd99d15463c58bdbeb6
Source dataset
uspto-grants-2011_10
Patent number
US08034945B2

Reaction notes

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