Triethylsilane → HCID 56986365, compound

HRID 1909800Notes

Reaction equation

HRID 1909800 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:11]2[S:12][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:14][CH:15]=2)O)=[CH:5][CH:4]=1.C([SiH](CC)CC)C>C(O)(C(F)(F)F)=O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:11]2[S:12][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:14][CH:15]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 68996244HCID 68996244, compound

Product 1

HCID 56986365HCID 56986365, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of the product of step 2 (0.6 g, 2.0 mmol) in TFA (5 mL) was added triethylsilane (2.4 g, 20.2 mmol) at 0° C., and stirred at room temperature for 4 h. The reaction mixture was poured into ice-water, extracted with EtOAc, washed with brine and dried over Na2SO4. After the solvent was removed, the residue was purified by a column chromatography on silica gel to yield the title compound (0.55 g, 98%).

Workup

  1. extractionextracted with EtOAc
  2. washwashed with brine
  3. dry with materialdried over Na2SO4
  4. customAfter the solvent was removed
  5. customthe residue was purified by a column chromatography on silica gel

Sources & evidence

ORD record
ord-7d3c82b769f345c2af8e54b3992a92f2
Source dataset
uspto-grants-2013_12
Patent number
US08598359B2

Reaction notes

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