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Hydrochloric Acid → 3,7-Dihydroxyflavylium chloride

HRID 127946
Notes
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Reaction equation

HRID 127946 reaction equation
[OH:1][C:2]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.C([O:14][CH2:15][C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=O)(=O)C.[ClH:24]>C(OCC)(=O)C>[Cl-:24].[OH:14][C:15]1[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O+:1][C:2]2[C:3]([CH:4]=1)=[CH:6][CH:7]=[C:8]([OH:10])[CH:9]=2
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 72132,4-DihydroxybenzaldehydeHCID 222851Ethanone, 2-(acetyloxy)-1-phenyl-

Product 1

HCID 204817383,7-Dihydroxyflavylium chloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

79 g of 2,4-dihydroxybenzaldehyde were dissolved at room temperature in 800 ml of anhydrous ethyl acetate and 106 g of omega-acetoxyacetophenone were added to the solution. The reaction mixture was brought to 0° C. under agitation and gaseous hydrochloric acid added to saturation. After standing for 24 hours at room temperature, crystallisation of the product began and it was filtered and dried at 40° C. in the presence of NaOH. There were obtained 95 g of 3,7-dihydroxyflavilium chloride.

Workup

  1. additionadded to saturation
  2. customcrystallisation of the product
  3. filtrationit was filtered
  4. dry with materialdried at 40° C. in the presence of NaOH

Sources & evidence

ORD record
ord-5061ef8a3f24490ea5f4b54912055992
Source dataset
uspto-grants-1981_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04258055

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes