Water → HCID 19372928, compound

HRID 128931Notes

Reaction equation

HRID 128931 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[S:7][C:8]([C:11](=O)[CH2:12][CH2:13][CH2:14][Cl:15])=[CH:9][CH:10]=1)(=[O:3])[CH3:2].O>C([SiH](CC)CC)C.FC(F)(F)C(O)=O>[C:1]([NH:4][CH2:5][C:6]1[S:7][C:8]([CH2:11][CH2:12][CH2:13][CH2:14][Cl:15])=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 962WaterHCID 19372890HCID 19372890, compound

Product 1

HCID 19372928HCID 19372928, compoundYield 70.5%

Reagents, catalysts & solvents 2

HCID 6422Trifluoroacetic acidSolventHCID 12052TriethylsilaneSolvent

Procedure

A mixture of 2-acetylaminomethyl-5-(4-chlorobutyryl)thiophene (15 g) in triethylsilane (21.6 ml) and trifluoroacetic acid (70 ml) was stirred at room temperature for 10 hours. The reaction mixture was poured into water, extracted with ethyl acetate, and dried over magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to give 10 g of 2-acetylaminomethyl-5-(4-chlorobutyl)thiophene.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over magnesium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-e2c361c9aa894a85a9782dd86f556622
Source dataset
uspto-grants-1995_11
Patent number
US05466691

Reaction notes

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