Methanesulfonic Acid → HCID 10654898, compound

HRID 1719699Notes

Reaction equation

HRID 1719699 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[C:4]([CH3:9])[CH:3]=1.C[C:11](C)=[CH:12][C:13](O)=[O:14].CS(O)(=O)=O>>[OH:1][C:2]1[CH:7]=[C:6]2[C:5]([CH2:11][CH2:12][C:13](=[O:14])[O:8]2)=[C:4]([CH3:9])[CH:3]=1

Participants

4

Reactant 3

HCID 6395Methanesulfonic AcidHCID 10436OrcinolHCID 109313-Methyl-2-butenoic acid

Product 1

HCID 10654898HCID 10654898, compoundYield 104.5%

Procedure

3 grams of 1,5-dihydroxy-3-methylbenzene are admixed with 3 grams of dimethylacrylic acid. There was then added 20 ml. of methanesulfonic acid and the mixture stirred for 1 hour at 70° C. The mixture was cooled and extracted with ether. The ether solution was washed twice with a saturated aqueous sodium bicarbonate solution and once with a saturated sodium chloride solution. The ether layer was dried over sodium sulfate and then evaporated to yield the corresponding 7-hydroxy-5-methylchromanone (4.5 g).

Workup

  1. additionThere was then added 20 ml
  2. temperatureThe mixture was cooled
  3. extractionextracted with ether
  4. washThe ether solution was washed twice with a saturated aqueous sodium bicarbonate solution and once with a saturated sodium chloride solution
  5. dry with materialThe ether layer was dried over sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-4c91d254bdc84943a9b50c89e76943c3
Source dataset
uspto-grants-1985_09
Patent number
US04542150

Reaction notes

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