Methanesulfonic Acid → HCID 15422638, compound

HRID 616624Notes

Reaction equation

HRID 616624 reaction equation
CS(O)(=O)=O.O[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:17]3[CH:18]=[CH:19][C:20]([O:22][CH3:23])=[CH:21][C:16]=3[S:15][CH:14]=2)=[CH:9][CH:8]=1>>[C:10]1([C:13]2[C:17]3[CH:18]=[CH:19][C:20]([O:22][CH3:23])=[CH:21][C:16]=3[S:15][CH:14]=2)[CH:9]=[CH:8][CH:7]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22348372HCID 22348372, compound

Product 1

HCID 15422638HCID 15422638, compound

Procedure

To 80 ml. of methanesulfonic acid (cooled to about 15° C.) were added 20.0 g. of the above product. The resulting mixture was stirred for two hours, and the dark red solution was poured over about 2 liters of ice. The mixture was extracted with 1 liter of ether. The ether extract was washed twice with 100 ml. of aqueous sodium chloride solution and once with 100 ml. of aqueous sodium bicarbonate solution. The ether layer was dried over magnesium sulfate, filtered, and evaporated to give an oil. The oil was crystallized from a mixture of ether and hexane to obtain 12.0 g. of 3-(4-hydroxyphenyl)-6-methoxybenzothiophene as white crystals, m.p. 140°-140.5° C.

Workup

  1. extractionThe mixture was extracted with 1 liter of ether
  2. extractionThe ether extract
  3. washwas washed twice with 100 ml
  4. dry with materialThe ether layer was dried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customto give an oil
  8. customThe oil was crystallized from a mixture of ether and hexane
  9. customto obtain 12.0 g

Sources & evidence

ORD record
ord-435d7d58e657488bac998d20b28106b2
Source dataset
uspto-grants-1978_02
Patent number
US04075227

Reaction notes

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