Hydrochloric Acid → HCID 1178189, compound

HRID 1856914Notes

Reaction equation

HRID 1856914 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[O:9])[CH2:7][O:8][C:4]=2[CH:3]=1.[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][C:21]=1[O:22][CH2:23][CH3:24])[CH:17]=O.Cl>CO>[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:17]=[C:7]2[C:6](=[O:9])[C:5]3[CH:10]=[CH:11][C:2]([OH:1])=[CH:3][C:4]=3[O:8]2)[CH:19]=[CH:20][C:21]=1[O:22][CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 671164-Ethoxy-3-methoxybenzaldehydeHCID 2357176-Hydroxy-3-coumaranone

Product 1

HCID 1178189HCID 1178189, compoundYield 74.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

After 6-hydroxy-2H-benzofuran-3-one 1 g and 3-methoxy-4-ethoxybenzaldehyde 1.33 g were dissolved in methanol 75 ml, concentrated hydrochloric acid 50 ml was added, and the mixture was refluxed for 1.5 hours. The solution was cooled to room temperature, and precipitated crystals were filtered and dried over phosphorous pentoxide at a temperature of 60° C. for four hours under reduced pressure to obtain the desired compound 1.55 g.

Workup

  1. temperaturethe mixture was refluxed for 1.5 hours
  2. customprecipitated crystals
  3. filtrationwere filtered
  4. dry with materialdried over phosphorous pentoxide at a temperature of 60° C. for four hours under reduced pressure

Sources & evidence

ORD record
ord-37efb560f2084ddf815ab89599b02735
Source dataset
uspto-grants-2000_11
Patent number
US06143779

Reaction notes

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