Water → Phenol, 4-(trimethylsilyl)-

HRID 434396

Reaction equation

HRID 434396 reaction equation
[CH3:1][Si:2]([CH3:15])([CH3:14])[C:3]1[CH:13]=[CH:12][C:6]([O:7][Si](C)(C)C)=[CH:5][CH:4]=1.O>C(O)C.Cl>[CH3:1][Si:2]([CH3:15])([CH3:14])[C:3]1[CH:13]=[CH:12][C:6]([OH:7])=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 962WaterHCID 262890Trimethyl{4-[(trimethylsilyl)oxy]phenyl}silane

Product 1

HCID 25732Phenol, 4-(trimethylsilyl)-Yield 93.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

28.7 g p-trimethylsilylphenoxytrimethylsilane was dissolved in 9 ml 95 percent ethyl alcohol. One drop of concentrated hydrochloric acid and 4 ml water were added, and the mixture was shaked for 5 minutes. After standing for another 15 minutes, the mixture was washed two times with 30 ml water and separated. The organic phase was poured into a crystallizing dish; p-trimethylsilylphenol crystallized out as white needles. After drying overnight in vacuo, 18.7 g of product was obtained (mp 76 degrees Celsius).

Workup

  1. waitAfter standing for another 15 minutes
  2. washthe mixture was washed two times with 30 ml water
  3. customseparated
  4. additionThe organic phase was poured into a crystallizing dish
  5. customp-trimethylsilylphenol crystallized out as white needles
  6. customAfter drying overnight in vacuo

Sources & evidence

ORD record
ord-45792f8230c445798738aae519ee22a8
Source dataset
uspto-grants-1983_08
Patent number
US04396704

Linked notes

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