4-Methoxyphenol → p-Methoxyphenyl 4-dimethylsilylbenzoate

HRID 1197726Notes

Reaction equation

HRID 1197726 reaction equation
[CH3:1][SiH:2]([CH3:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1>C1(C)C=CC=CC=1>[CH3:1][SiH:2]([CH3:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7]([O:21][C:18]2[CH:19]=[CH:20][C:15]([O:14][CH3:13])=[CH:16][CH:17]=2)=[O:8])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 90154-MethoxyphenolHCID 71434831p-Dimethylsilylbenzoyl chloride

Product 1

HCID 123479955p-Methoxyphenyl 4-dimethylsilylbenzoate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 19.9 g (0.100 mol) of p-dimethylsilylbenzoyl chloride and 12.4 g (0.100 mol) of a p-methoxyphenol in 40 ml of dry toluene was boiled for 15 hours. The completeness of the reaction was checked by thin-layer chromatography. After the solvent had been stripped off in vacuo on a rotary evaporator, the crude product was recrystallized from n-hexane, to give p-methoxyphenyl 4-dimethylsilylbenzoate, melting point 67° C.

Workup

  1. customAfter the solvent had been stripped off in vacuo on a rotary evaporator
  2. customthe crude product was recrystallized from n-hexane

Sources & evidence

ORD record
ord-e4139a0adb704617bff03be152f66732
Source dataset
uspto-grants-1994_01
Patent number
US05277838

Reaction notes

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