Methacrylic Acid → Tetrahydropyranyl methacrylate

HRID 1161622Notes

Reaction equation

HRID 1161622 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[O:7]1[CH2:12][CH2:11][CH2:10][CH:9]=[CH:8]1>CS(O)(=O)=O>[C:1]([O:6][CH:8]1[CH2:9][CH2:10][CH2:11][CH2:12][O:7]1)(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

4

Reactant 2

HCID 4093Methacrylic AcidHCID 80803,4-dihydro-2H-pyran

Product 1

HCID 11041138Tetrahydropyranyl methacrylateYield 72%

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidCatalyst

Procedure

2-Tetrahydropyranyl methacrylate (THPMA) was prepared in an analogous manner to the THF-ester above using 24.5 g (0.29 mol) of methacrylic acid, 25.6 g (0.305 mol) of 4,5-dihydropyran and 0.05 g of methanesulfonic acid to yield 35.5 g (72%) of the desired product after distillation at reduced pressure.

Sources & evidence

ORD record
ord-355a4836de344658b3509766cce1bb7e
Source dataset
uspto-grants-2010_10
Patent number
US07820369B2

Reaction notes

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