Hydrochloric Acid → HCID 20058734, compound

HRID 477064Notes

Reaction equation

HRID 477064 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:19]=[C:20]([OH:23])[C:21]=1[OH:22])[C:5]1[O:6][C:7]2[C:12]([C:13](=[O:18])[C:14]=1[C:15]([OH:17])=[O:16])=[CH:11][CH:10]=[CH:9][CH:8]=2.C(O[C:28](=[O:30])[CH3:29])(=O)C.Cl>N1C=CC=CC=1.ClCCl>[C:2]([O:23][C:20]1[CH:19]=[C:4]([CH:3]=[C:2]([O:1][C:28](=[O:30])[CH3:29])[C:21]=1[O:22][C:5](=[O:6])[CH3:4])[C:5]1[O:6][C:7]2[C:12]([C:13](=[O:18])[C:14]=1[C:15]([OH:17])=[O:16])=[CH:11][CH:10]=[CH:9][CH:8]=2)(=[O:1])[CH3:21]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 14304992HCID 14304992, compound

Product 1

HCID 20058734HCID 20058734, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent2×

Procedure

3',4',5'-Trihydroxyflavone-3-carboxylic acid was dissolved in 4 ml absolute pyridine, and the solution was reacted with 0.57 ml acetic anhydride and stirred for two hours. Then it was worked up by diluting with 20 ml dichloromethane, pouring onto a mixture of dilute hydrochloric acid/ice water and shaking with dichloromethane. Here care must be taken that the aqueous phase remains acid (if necessary some dilute hydrochloric acid must be added). The dichloromethane phase was separated, washed with water, dried over sodium sulfate and evaporated. 0.8 g crude 3',4',5'-triacetoxyflavone-3-carboxylic acid were obtained which was immediately processed further without additional purification.

Workup

  1. additionmust be added)
  2. customThe dichloromethane phase was separated
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-3b8299f6c20643488fb003fd6b05138c
Source dataset
uspto-grants-1989_12
Patent number
US04886806

Reaction notes

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