Sodium Bicarbonate → HCID 11416722, compound

HRID 1867566Notes

Reaction equation

HRID 1867566 reaction equation
C[O:2][C:3]([C:5]1[O:6][C:7]2[C:12]([C:13](=[O:23])[C:14]=1[C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)=[CH:11][C:10]([Cl:24])=[C:9]([OH:25])[CH:8]=2)=[O:4].C([O-])(O)=O.[Na+]>CO>[Cl:24][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][C:9]=1[OH:25])[O:6][C:5]([C:3]([OH:4])=[O:2])=[C:14]([C:15]1[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=1)[C:13]2=[O:23]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 11233736HCID 11233736, compound

Product 1

HCID 11416722HCID 11416722, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-Chloro-7-hydroxy-3-(4-methoxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid methyl ester was taken up in a 2:1 mixture of sat. NaHCO3 (aq): Methanol and all was heated at 65° C. for 5 hours. The solution was cooled to room temperature and concentrated in vacuo to remove the methanol. The residual aqueous solution was acidified with 1M HCl (aq) and a buff coloured precipitated dropped out of solution. This was collected by vacuum filtration, washed with water and with diethyl ether, to give 6-chloro-7-hydroxy-3-(4-methoxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid

Workup

  1. concentrationconcentrated in vacuo
  2. customto remove the methanol
  3. customa buff coloured precipitated
  4. additiondropped out of solution
  5. filtrationThis was collected by vacuum filtration
  6. washwashed with water and with diethyl ether

Sources & evidence

ORD record
ord-67728f3443b14a569f5447e69076194e
Source dataset
uspto-grants-2009_12
Patent number
US07632855B2

Reaction notes

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