Pyridinium hydrochloride → HCID 58050237, compound

HRID 1676873Notes

Reaction equation

HRID 1676873 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9]C)[C:4]=1[C:11]1[C:16]2[S:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[C:15]=2[CH:14]=[CH:13][CH:12]=1.Cl.[NH+]1C=CC=CC=1>O>[CH:14]1[C:15]2[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[S:17][C:16]=2[C:11]([C:4]2[C:5]([OH:9])=[CH:6][CH:7]=[CH:8][C:3]=2[OH:2])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 21584435Pyridinium hydrochlorideHCID 58050207HCID 58050207, compound

Product 1

HCID 58050237HCID 58050237, compoundYield 87.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-(2,6-Dimethoxyphenyl)-dibenzothiophene (9.00 g) and pyridinium hydrochloride (20 g) were placed in the 100 mL round-bottom flask, equipped with a magnetic stirrer. The flask was immersed in the pre-heated oil bath (220° C., 1 hour), cooled down to room temperature and dissolved in 200 ml of water. The solution was extracted with ethyl acetate (4×50 mL), organic fractions were combined, dried over sodium sulfate, filtered and evaporated, providing 2-(dibenzo[b,d]thiophen-4-yl)benzene-1,3-diol (7.2 g, white solid).

Workup

  1. customequipped with a magnetic stirrer
  2. customwas immersed in the pre-heated oil bath (220° C., 1 hour)
  3. extractionThe solution was extracted with ethyl acetate (4×50 mL), organic fractions
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-25d43990db7c4a95b233a42f2a39c2aa
Source dataset
uspto-grants-2011_08
Patent number
US08007927B2

Reaction notes

Loading…