Triethylsilane → HCID 68514085, compound

HRID 1876998

Reaction equation

HRID 1876998 reaction equation
[CH2:1]([C:3]1[S:4][C:5]([C:13]([CH2:17][CH3:18])(O)[CH2:14][CH3:15])=[CH:6][C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:2].C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[CH2:1]([C:3]1[S:4][C:5]([CH:13]([CH2:17][CH3:18])[CH2:14][CH3:15])=[CH:6][C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:2]

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 68512433Ethyl 2-ethyl-5-(1-ethyl-1-hydroxypropyl)thiophene-3-carboxylate

Product 1

HCID 68514085HCID 68514085, compoundYield 65.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of ethyl 2-ethyl-5-(1-ethyl-1-hydroxypropyl)thiophene-3-carboxylate (3.71 g) synthesized above in trifluoroacetic acid (35 mL) was added triethylsilane (6.61 mL), and the mixture was stirred at room temperature for 2 hr and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane alone) to give the title compound (2.28 g, 65%) as a colorless oil.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (hexane alone)

Sources & evidence

ORD record
ord-a9e721da556d460aa43c3dc9d9c2841d
Source dataset
uspto-grants-2012_11
Patent number
US08309580B2

Linked notes

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