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Citric Acid → HCID 13785667, compound

HRID 1443466
Notes
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Reaction equation

HRID 1443466 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([O:11]S(C=C)(=O)=O)=[C:4]([CH3:17])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>O.C(O)C>[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([OH:11])=[C:4]([CH3:17])[CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 311Citric AcidHCID 11430Potassium CarbonateHCID 57687233HCID 57687233, compound

Product 1

HCID 13785667HCID 13785667, compoundYield 101.3%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

A solution of compound 106 (27.8 g, 100 mmol) and potassium carbonate (27.6 g, 200 mmol) in ethanol water 1/1 (600 ml) was refluxed for one hour. Citric acid (5%) was added and the mixture was extracted three times with DCM. The organic phase was dried with sodium sulphate and evaporated under reduced pressure which gave the title compound (19 g, 100%).

Workup

  1. extractionthe mixture was extracted three times with DCM
  2. dry with materialThe organic phase was dried with sodium sulphate
  3. customevaporated under reduced pressure which

Sources & evidence

ORD record
ord-0554f642280a486ab7d1c16edd532465
Source dataset
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07659245B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes