Hydrochloric Acid → HCID 54326763, compound

HRID 1856917Notes

Reaction equation

HRID 1856917 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.[CH2:12]([O:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][C:27]=1[O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH:23]=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.Cl>CO>[CH2:12]([O:19][C:20]1[CH:21]=[C:22]([CH:23]=[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:25]=[CH:26][C:27]=1[O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 795263,4-Bis(benzyloxy)benzaldehydeHCID 2357176-Hydroxy-3-coumaranone

Product 1

HCID 54326763HCID 54326763, compoundYield 60.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

After 6-hydroxy-2H-benzofuran-3-one 1 g and 3,4-dibenzyloxybenzaldehyde 2.35 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 1.82 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-67ffb624451a4b00bba8e4e320e08399
Source dataset
uspto-grants-2000_11
Patent number
US06143779

Reaction notes

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