Methacrylic Acid → 3-Methyl-2-oxaspiro[4.5]decan-1-yl methacrylate

HRID 1672111Notes

Reaction equation

HRID 1672111 reaction equation
C(O[CH:5]1[C:9]2([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:8][CH:7]([CH3:15])[O:6]1)(=O)C.[C:16]([OH:21])(=[O:20])[C:17]([CH3:19])=[CH2:18].C(C1C(O)=C(C(C)(C)C)C=C(C)C=1)C1C(O)=C(C(C)(C)C)C=C(C)C=1>>[C:16]([O:21][CH:5]1[C:9]2([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:8][CH:7]([CH3:15])[O:6]1)(=[O:20])[C:17]([CH3:19])=[CH2:18]

Participants

4

Reactant 3

HCID 4093Methacrylic AcidHCID 83982,2'-Methylenebis(4-methyl-6-tert-butylphenol)HCID 596492113-Methyl-2-oxaspiro[4.5]decan-1-yl acetate

Product 1

HCID 581430763-Methyl-2-oxaspiro[4.5]decan-1-yl methacrylate

Conditions

Temperature
50 °C

Procedure

A mixture of 13 g of 3-methyl-2-oxaspiro[4.5]decan-1-yl acetate, 24 g of methacrylic acid, and 13 mg of 2,2′-methylenebis(6-t-butyl-p-cresol) was heated at 50° C. under atmospheric pressure for 30 minutes, after which under a reduced pressure of 0.20 kPa, the reaction mixture was heated for 18 hours for distilling off the acetic acid formed. The reaction mixture was purified by distillation, obtaining 11 g (yield 800) of the target compound, 3-methyl-2-oxaspiro[4.5]decan-1-yl methacrylate.

Workup

  1. temperatureafter which under a reduced pressure of 0.20 kPa, the reaction mixture was heated for 18 hours
  2. distillationfor distilling off the acetic acid
  3. customformed
  4. distillationThe reaction mixture was purified by distillation
  5. customobtaining

Sources & evidence

ORD record
ord-080a0aeb99004f94a0567292062504b8
Source dataset
uspto-grants-2011_08
Patent number
US07998657B2

Reaction notes

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