Chlorotrimethylsilane → HCID 15037565, compound

HRID 466339Notes

Reaction equation

HRID 466339 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[C:9]1([CH3:14])[O:13][CH2:12][CH2:11][O:10]1.C(N(CC)CC)C.[CH3:22][Si:23](Cl)([CH3:25])[CH3:24]>O1CCCC1>[Br:8][C:6]1[CH:5]=[CH:4][C:3]([C:9]2([CH3:14])[O:10][CH2:11][CH2:12][O:13]2)=[C:2]([O:1][Si:23]([CH3:25])([CH3:24])[CH3:22])[CH:7]=1

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 15037564HCID 15037564, compound

Product 1

HCID 15037565HCID 15037565, compoundYield 100.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Under ice-cooling, to a solution of 3.11 g (12 mmol) of 2-(2-hydroxy-4-bromophenyl)-2-methyl-1,3-dioxolane in 24 ml of tetrahydrofuran were added dropwise successively, 1.84 ml (13.2 mmol) of triethylamine and 1.68 ml (13.2 mmol) of trimethylsilyl chloride with stirring. The mixture was stirred at room temperature for 3 hours and filtered. The filtrate was concentrated under reduced pressure to give 4.0 g of the crude product.

Workup

  1. additionwere added dropwise successively
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-98e9b11d26e0423d9844b6d57603dd86
Source dataset
uspto-grants-1992_10
Patent number
US05155249

Reaction notes

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