Methacrylic Acid → Tetrahydropyranyl methacrylate

HRID 379506Notes

Reaction equation

HRID 379506 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[O:7]1[CH:12]=[CH:11][CH2:10][CH2:9][CH2:8]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(Cl)Cl.O.C(OCC)C>[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

7

Reactant 3

HCID 4093Methacrylic AcidHCID 6101p-Toluenesulfonic acidHCID 80803,4-dihydro-2H-pyran

Product 1

HCID 11041138Tetrahydropyranyl methacrylate

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

In this embodiment, 0.1 mol of methacrylic acid and 8.6 grams (0.11 mol) of 3,4-dihydro-2H-pyran was dissolved in 150 ml of CH2Cl2. Small amounts of p-toluene sulfonic acid were then added to the resultant solution. The resultant solution was allowed to react at room temperature for four hours to form a reaction product. Then, the reaction product was dissolved in an excess amount of water to which diethyl ether was added to extract the reaction product. After drying the reaction product with a magnesiumsulfate solution, tetrahydropyranyl methacrylate was obtained through vacuum distillation.

Workup

  1. customto react at room temperature for four hours
  2. customto form a reaction product
  3. additionwas added
  4. extractionto extract the reaction product
  5. dry with materialAfter drying the reaction product with a magnesiumsulfate solution

Sources & evidence

ORD record
ord-0c7de969442146c7960ea76880b9b14c
Source dataset
uspto-grants-2001_10
Patent number
US06300036B1

Reaction notes

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