Toluene → HCID 57988640, compound

HRID 1091211Notes

Reaction equation

HRID 1091211 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].Cl[CH2:8][O:9][CH:10]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11]1.C1(C)C=CC=CC=1>C(N(CC)CC)C>[C:1]([O:6][CH2:8][O:9][CH:10]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11]1)(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

5

Reactant 3

HCID 1140TolueneHCID 4093Methacrylic AcidHCID 57988651HCID 57988651, compound

Product 1

HCID 57988640HCID 57988640, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Into a mixture of 103 g of methacrylic acid, 183 g of chloromethyl(2-indanyl)ether, and 1500 g of toluene was added 111 g of triethylamine under ice-cooling with agitation, and then the reaction mixture was agitated at room temperature for 16 hours. After a usual aqueous work-up, the solvent was removed by distillation to obtain a crude product. It was purified by a column chromatography to obtain 209 g of an objective product, (indane-2-yloxy)methyl methacrylate (yield 90%).

Workup

  1. temperaturecooling with agitation
  2. customAfter a usual aqueous work-up, the solvent was removed by distillation
  3. customto obtain a crude product
  4. customIt was purified by a column chromatography

Sources & evidence

ORD record
ord-456803983d26466ab24a55f86400244e
Source dataset
uspto-grants-2012_03
Patent number
US08129086B2

Reaction notes

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