Chlorotrimethylsilane → HCID 20539559, compound

HRID 1065632Notes

Reaction equation

HRID 1065632 reaction equation
[CH3:1][Si:2]([CH3:5])([CH3:4])Cl.[Br:6][C:7]1[CH:25]=[CH:24][C:10]([O:11][CH:12]([N:19]2[CH:23]=[N:22][CH:21]=[N:20]2)[CH:13]([OH:18])[C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:9][CH:8]=1.C(N(CC)CC)C>C1COCC1>[Br:6][C:7]1[CH:8]=[CH:9][C:10]([O:11][CH:12]([N:19]2[CH:23]=[N:22][CH:21]=[N:20]2)[CH:13]([O:18][Si:2]([CH3:5])([CH3:4])[CH3:1])[C:14]([CH3:16])([CH3:17])[CH3:15])=[CH:24][CH:25]=1

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 12766906HCID 12766906, compound

Product 1

HCID 20539559HCID 20539559, compoundYield 48.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

At 0° C., a solution of 8.5 g of trimethylchlorosilane in 20 ml of THF is dripped into a solution of 3.4 g of 1-p-bromophenoxy-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-ol and 1.5 g of triethylamine in 40 ml of tetrahydrofuran. The mixture is stirred overnight at room temperature and evaporated, and the residue is taken up in CHCl3, washed several times with water and dried over Na2SO4. After evaporation, the crude product is chromatographed (SiO2, CHCl3). There is obtained 2 g of 1-p-bromophenoxy-3,3-dimethyl-2-trimethylsiloxy-1-(1,2,4-triazol-1-yl)-butane as a colorless resin.

Workup

  1. customAt 0° C.
  2. customevaporated
  3. washwashed several times with water
  4. dry with materialdried over Na2SO4
  5. customAfter evaporation
  6. customthe crude product is chromatographed (SiO2, CHCl3)

Sources & evidence

ORD record
ord-e187fbe6b4cc4d319f8a9fc775567419
Source dataset
uspto-grants-1982_05
Patent number
US04330535

Reaction notes

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