Hydrochloric Acid → HCID 21549029, compound

HRID 1605065Notes

Reaction equation

HRID 1605065 reaction equation
[OH:1][C:2]1[CH:21]=[CH:20][C:5]2[C:6](=[O:19])[CH:7]=[C:8]([C:10]3[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=3)[O:9][C:4]=2[C:3]=1[CH2:22][CH2:23][CH3:24].Cl.[CH2:26](O)[CH3:27]>C(OCC)(=O)C>[OH:1][C:2]1[CH:21]=[CH:20][C:5]2[C:6](=[O:19])[CH:7]=[C:8]([C:10]3[CH:18]=[CH:17][C:13]([C:14]([O:16][CH2:26][CH3:27])=[O:15])=[CH:12][CH:11]=3)[O:9][C:4]=2[C:3]=1[CH2:22][CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 215490284-(7-Hydroxy-4-oxo-8-propyl-4H-1-benzopyran-2-yl)benzoic acid

Product 1

HCID 21549029HCID 21549029, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The solid acid product of step (a) (5.0g) was suspended in dry ethanol and the mixture saturated with hydrogen chloride, following which dissolution of the solid occurred. The solution was refluxed for 1 hour and evaporated to dryness. The solid obtained was dissolved in ethyl acetate, washed with sodium hydrogen carbonate solution and water, dried over magnesium sulphate, filtered and evaporated to leave a pink solid. The solid was recrystallised from aqueous ethanol to give 3.5g of ethyl 4-(7-hydroxy-4-oxo-8-propyl-4H-1-benzopyran-2-yl)benzoate, melting point 225°-6°.

Workup

  1. dissolutionwhich dissolution of the solid
  2. temperatureThe solution was refluxed for 1 hour
  3. customevaporated to dryness
  4. customThe solid obtained
  5. washwashed with sodium hydrogen carbonate solution and water
  6. dry with materialdried over magnesium sulphate
  7. filtrationfiltered
  8. customevaporated
  9. customto leave a pink solid
  10. customThe solid was recrystallised from aqueous ethanol

Sources & evidence

ORD record
ord-046cf3b63a1d42428f0821046b2691ba
Source dataset
uspto-grants-1976_04
Patent number
US03948955

Reaction notes

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