HCID 13672820, compound → HCID 13672818, compound

HRID 1732017Notes

Reaction equation

HRID 1732017 reaction equation
[CH:1]1[C:10]2[C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[CH:7]([C:15]([O:17]C)=[O:16])[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1>[OH-].[K+].Cl>[CH:1]1[C:10]2[C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[CH:7]([C:15]([OH:17])=[O:16])[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 13672820HCID 13672820, compound

Product 1

HCID 13672818HCID 13672818, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 14797Potassium HydroxideSolvent

Procedure

6H-dibenzo[b,d]thiopyran-6-carboxylic acid, methyl ester (4.1 g; 0.016 mol) was dissolved in N/5 methanolic KOH (50 ml) and the solution was heated at reflux for 4 hours. The solution was cooled and poured in diluted HCl and extracted with chloroform. The extracts were dried over Na2SO4 and concentrated. The residue was solidified in n.pentane to give 6H-dibenzo[b,d]thiopyran-6-carboxylic acid; (3 g; yield 77%); m.p. 156°-159° C.

Workup

  1. temperaturethe solution was heated
  2. temperatureat reflux for 4 hours
  3. temperatureThe solution was cooled
  4. extractionextracted with chloroform
  5. dry with materialThe extracts were dried over Na2SO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-0aba81301b1941d2b3516d4be0526232
Source dataset
uspto-grants-1986_11
Patent number
US04624949

Reaction notes

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