Potassium Carbonate → HCID 20295350, compound

HRID 1389767Notes

Reaction equation

HRID 1389767 reaction equation
Br.[Br:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[CH:8][NH:9][CH:10]=[CH:11][CH:12]=1.[C:13](=O)([O-])[O-:14].[K+].[K+]>O.C(OC)=O>[CH:13]([N:9]1[CH:10]=[CH:11][CH:12]=[C:6]([O:5][CH2:4][CH2:3][Br:2])[CH:7]=[CH:8]1)=[O:14]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 20295348HCID 20295348, compound

Product 1

HCID 20295350HCID 20295350, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 7865Methyl formateSolvent

Procedure

To a solution of (D) (10 g) in water (5 ml), methyl formate (50 ml) and potassium carbonate (10 g) were added. The mixture was stirred for 24 hours, and the organic phase was decanted. The residue was extracted twice with methyl formate. The combined organic solutions were concentrated in vacuo, and the residue was dissolved in ether, dried and chromatographed on silica gel (50 g) with ether as eluent to give (E) as a colourless oil. The IR spectrum (chloroform) showed a strong band at 1650 cm-1.

Workup

  1. customthe organic phase was decanted
  2. extractionThe residue was extracted twice with methyl formate
  3. concentrationThe combined organic solutions were concentrated in vacuo
  4. dissolutionthe residue was dissolved in ether
  5. customdried
  6. customchromatographed on silica gel (50 g) with ether as eluent

Sources & evidence

ORD record
ord-83c2d20178be4568a096304a8bc5e06e
Source dataset
uspto-grants-1981_01
Patent number
US04246262

Reaction notes

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