Methacrylic Acid → 4-Oxatricyclo[4.2.1.03,7]non-5-yl methacrylate

HRID 601741Notes

Reaction equation

C(O[CH:5]1[CH:12]2[CH2:13][CH:9]3[CH2:10][CH:11]2[CH:7]([CH2:8]3)[O:6]1)(=O)C.[C:14]([OH:19])(=[O:18])[C:15]([CH3:17])=[CH2:16]>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:14]([O:19][CH:5]1[CH:12]2[CH2:13][CH:9]3[CH2:10][CH:11]2[CH:7]([CH2:8]3)[O:6]1)(=[O:18])[C:15]([CH3:17])=[CH2:16]

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 16 g of 4-oxatricyclo[4.2.1.03,7]non-5-yl acetate, 40 g of methacrylic acid, and 16 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 17 g (yield 91%) of the target compound.

Workup

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

Sources & evidence

ORD record: ord-f3062f1dd11f40149c8c7459724419ce
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07902385B2

Reaction notes

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