Chlorotrimethylsilane → HCID 22677668, compound

HRID 1837962Notes

Reaction equation

HRID 1837962 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.CCN(CC)CC.[CH3:20][Si:21](Cl)([CH3:23])[CH3:22]>C1COCC1>[CH3:20][Si:21]([CH3:23])([CH3:22])[O:12][C:9]1[CH:10]=[CH:11][C:6]([C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 35641974-Thiophen-2-ylphenol

Product 1

HCID 22677668HCID 22677668, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(2-thienyl)phenol in anhyd. THF (10 mL) was added Et3N (0.9 mL, 6.5 mmol), followed by TMSCl (0.4 mL, 3.2 mmol). The reaction mixture was stirred at room temperature overnight, then filtered and concentrated under reduced pressure to give 2-(4-trimethylsilyloxyphenyl)thiophene: TLC (20% EtOAc/hex) Rf 0.69. This material was used without further purification.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-798e47486a944d268588d2a9290458af
Source dataset
uspto-grants-2004_08
Patent number
US06784167B2

Reaction notes

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