Triethylamine → HCID 86761751, compound

HRID 1807382Notes

Reaction equation

HRID 1807382 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([I:10])=[CH:6][CH:5]=1)=O.Cl.[CH3:12][O:13][NH2:14].C(N(CC)CC)C>CO>[CH3:12][O:13][N:14]=[C:2]([C:4]1[CH:9]=[CH:8][C:7]([I:10])=[CH:6][CH:5]=1)[CH3:1]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 728691-(4-Iodophenyl)ethan-1-oneHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 86761751HCID 86761751, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 4-iodo acetophenone (2.0 g, 8.13 mmol) in methanol (25 ml), O-methyl hydroxyl amine hydrochloride (0.7 g, 8.94 mmole) was added followed by triethyl amine (0.904 g, 8.94 mmol). The reaction mixture was stirred at ambient temperature for 4 hours. Reaction mixture was concentrated under vacuum, residual mass was diluted with water (50 ml) and aq. layer was extracted with ethyl acetate (3×30 ml). Organic layer was washed with water (2×30 ml) followed by brine solution, dried over anhydrous sodium sulfate and evaporated to obtain 2.17 g (97% of theory) of 1-(4-iodo-phenyl)-ethanone O-methyl-oxime.

Workup

  1. customReaction mixture
  2. concentrationwas concentrated under vacuum, residual mass
  3. additionwas diluted with water (50 ml) and aq. layer
  4. extractionwas extracted with ethyl acetate (3×30 ml)
  5. washOrganic layer was washed with water (2×30 ml)
  6. dry with materialdried over anhydrous sodium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-10e951525e794b79852f9744770bde4f
Source dataset
uspto-grants-2013_01
Patent number
US08357634B2

Reaction notes

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