Methanesulfonic Acid → HCID 23293363, compound

HRID 1954648Notes

Reaction equation

HRID 1954648 reaction equation
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7](O)=[CH:8][CH:9]=1)=[O:3].CS(O)(=O)=[O:13].[O:16]1[CH:21]=[CH:20][CH2:19][CH2:18][CH2:17]1>C(OCC)(=O)C>[O:16]1[CH2:17][CH2:18][CH:19]([O:13][CH2:1][C:2]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)=[O:3])[CH2:20][CH2:21]1

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 74694'-HydroxyacetophenoneHCID 80803,4-dihydro-2H-pyran

Product 1

HCID 23293363HCID 23293363, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4-Hydroxyacetophenone (75.00 g, 0.55 mol) was dissolved in ethyl acetate (300 ml) and a catalytic amount of methanesulfonic acid, and cooled to 0-4° C. Dihydropyran (204 ml, 2.20 moles, 4.0 eq) was slowly added. At room temperature, a white precipitate was formed, washed with water, and recrystallized from hexane. The yield was quantitative.

Workup

  1. customAt room temperature, a white precipitate was formed
  2. washwashed with water
  3. customrecrystallized from hexane

Sources & evidence

ORD record
ord-c8dffd03625a47e4b7eda8e7a798863e
Source dataset
uspto-grants-2000_09
Patent number
US06123928

Reaction notes

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