HCID 12946433, compound → HCID 12946425, compound

HRID 1692644Notes

Reaction equation

HRID 1692644 reaction equation
O[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12]>C(OC(=O)C)(=O)C>[CH:14]1[C:10]2[C:11](=[O:13])[O:12][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=3[S:8][C:9]=2[CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 1

HCID 12946433HCID 12946433, compound

Product 1

HCID 12946425HCID 12946425, compoundYield 54.8%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

2-(2-Hydroxy-phenylsulfanyl)-benzoic acid (2 g, 8 mmol) was dissolved in acetic anhydride and the resultant solution was refluxed at 145-148° C. for 8 h. Upon completion, the excess acetic anhydride was removed by rotary evaporation and the residue was poured into ice water. The mixture was extracted with diethyl ether. The organic layer was washed with saturated brine, dried over anhydrous MgSO4, filtered, evaporated by a rotatory evaporator and purified by column chromatography to obtain the product (1 g, 54%). m.p. 124° C.

Workup

  1. customUpon completion, the excess acetic anhydride was removed by rotary evaporation
  2. additionthe residue was poured into ice water
  3. extractionThe mixture was extracted with diethyl ether
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous MgSO4
  6. filtrationfiltered
  7. customevaporated by a rotatory evaporator
  8. custompurified by column chromatography

Sources & evidence

ORD record
ord-1b5fc200b80743b5a0a7086db219fe11
Source dataset
uspto-grants-2012_04
Patent number
US08158623B2

Reaction notes

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