Potassium Carbonate → HCID 19858584, compound

HRID 2072603Notes

Reaction equation

HRID 2072603 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[Cl:10][C:11]1[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[CH:26][C:12]=1[O:13][C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[C:16]([N+]([O-])=O)[CH:15]=1.O1CCOCC1.C(=O)([O-])[O-].[K+].[K+]>CO.O>[CH2:8]([O:7][C:5](=[O:6])[CH2:4][CH2:3][NH:2][C:16]1[CH:15]=[C:14]([O:13][C:12]2[CH:26]=[CH:27][C:28]([C:30]([F:33])([F:31])[F:32])=[CH:29][C:11]=2[Cl:10])[CH:19]=[CH:18][C:17]=1[N+:20]([O-:22])=[O:21])[CH3:9]

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 156238Benzene, 2-chloro-1-(3,4-dinitrophenoxy)-4-(trifluoromethyl)-HCID 458475beta-Alanine, ethyl ester, hydrochloride

Product 1

HCID 19858584HCID 19858584, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a mixture of ethyl 3-aminopropionate hydrochloride (10.29 gm, 0.067 mol), 4-(2-chloro-4-(trifluoromethyl)phenoxy)-1,2-dinitrobenzene (5.96 gm, 0.016 mol) and 150 ml of dry dioxane there was added 9.12 gm (0.066 mol) of anhydrous potassium carbonate. The mixture was stirred at room temperature for about 48 hours. The resultant bright-yellow suspension was poured into water and extracted with ether. The etheral solution was then washed with saturated sodium chloride and dried over anhydrous magnesium sulfate. Filtration and evaporation of the filtrate gave an orange oil which, when mixed with methanol yielded orange crystals which were isolated by filtration and dried to give the desired product.

Workup

  1. extractionextracted with ether
  2. washThe etheral solution was then washed with saturated sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationFiltration and evaporation of the filtrate
  5. customgave an orange oil which, when
  6. customwere isolated by filtration
  7. customdried

Sources & evidence

ORD record
ord-2e12fdc6484e4db6bb069585848ad448
Source dataset
uspto-grants-1990_04
Patent number
US04913729

Reaction notes

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