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Antioxidant 1010 → Allyl methacrylate

HRID 620691
Notes
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Reaction equation

HRID 620691 reaction equation
[C:1]([O-:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH3:7][CH2:8][CH2:9]C[N+](CCCC)(CCCC)CCCC.[F-].CC(C1C(O)=C(C(C)(C)C)C=C(CCC(OCC(COC(CCC2C=C(C(C)(C)C)C(O)=C(C(C)(C)C)C=2)=O)(COC(CCC2C=C(C(C)(C)C)C(O)=C(C(C)(C)C)C=2)=O)COC(CCC2C=C(C(C)(C)C)C(O)=C(C(C)(C)C)C=2)=O)=O)C=1)(C)C>C1COCC1>[C:1]([O:6][CH2:9][CH:8]=[CH2:7])(=[O:5])[C:2]([CH3:4])=[CH2:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 64819Antioxidant 1010HCID 87595MethacrylateHCID 2724141Tetrabutylammonium Fluoride

Product 1

HCID 7274Allyl methacrylate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of MTS (5.5×10-3 g) in dry THF (10.0 ml) was added (D2.1) (3.0 g), AM (0.11 ml) and TBAF (2 μ1 of 1M THF solution). The mixture warmed up and was stirred overnight at room temperature. 50 ppm Irganox 1010 antioxidant was added to the very viscous clear solution, which was cast into a polyester tray in a stream of nitrogen. The last traces of THF were removed by heating in a vacuum oven at 60° for 4 hours.

Workup

  1. temperatureThe mixture warmed up
  2. customThe last traces of THF were removed
  3. temperatureby heating in a vacuum oven at 60° for 4 hours

Sources & evidence

ORD record
ord-b384d9273fd6413d90ef7092d73a8ce7
Source dataset
uspto-grants-1989_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04822701

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes