Methacrylic Acid → Triphenylmethyl 2-methylprop-2-enoate

HRID 978968Notes

Reaction equation

HRID 978968 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:7]1([C:13](Cl)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(Cl)Cl>[C:1]([O:6][C:13]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

4

Reactant 2

HCID 4093Methacrylic AcidHCID 6456Trityl chloride

Product 1

HCID 12641353Triphenylmethyl 2-methylprop-2-enoateYield 96.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The anion exchange resin used in Example 7 was regenerated by washing with 500 ml of a 4% aqueous caustic soda solution and then with methanol and acetonitrile to remove water. 0.43 g (0.005 mol) of methacrylic acid and 1.39 g (0.005 mol) of triphenylmethyl chloride were dissolved in methylene chloride and reacted together batchwise in the presence of the above regenerated resin to give 1.59 g (yield: 96.0%) of triphenylmethyl methacrylate.

Workup

  1. washby washing with 500 ml of a 4% aqueous caustic soda solution
  2. customwith methanol and acetonitrile to remove water
  3. customreacted together batchwise in the presence of the above regenerated resin

Sources & evidence

ORD record
ord-ec7ff123b0134db88f2bc8ca38f0d94e
Source dataset
uspto-grants-1987_05
Patent number
US04666633

Reaction notes

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