Hydroquinone → Triphenylmethyl acrylate

HRID 580356

Reaction equation

HRID 580356 reaction equation
[C:1]1([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)Cl)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:21]([O-:25])(=[O:24])[CH:22]=[CH2:23].[K+].C1(C=CC(O)=CC=1)O>CN(C)C=O>[C:21]([O:25][C:7]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:24])[CH:22]=[CH2:23]

Participants

5

Reactant 3

HCID 785HydroquinoneHCID 6456Trityl chlorideHCID 4429391Potassium acrylate

Product 1

HCID 12641354Triphenylmethyl acrylate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1 mole triphenylchloromethane was stirred with 1.5 moles potassium acrylate in 998 g dimethyl formamide in the presence of 0.14 g hydroquinone under the conditions described in Example 1. The precipitated potassium chloride was filtered off and the triphenyl methyl acrylate solution was concentrated by rotary evaporation at 65° to 100° C. and reduced to produce liquid triphenylmethyl acrylate. This was dissolved at 70 percent in xylene and filtered.

Workup

  1. filtrationThe precipitated potassium chloride was filtered off
  2. concentrationthe triphenyl methyl acrylate solution was concentrated by rotary evaporation at 65° to 100° C.

Sources & evidence

ORD record
ord-7e5b6cf23b4a4a57b26e02bf28097737
Source dataset
uspto-grants-1988_06
Patent number
US04752629

Linked notes

Loading…