Chloroform → HCID 10012185, compound

HRID 857866Notes

Reaction equation

HRID 857866 reaction equation
CC[C:3]([C:5](Cl)=[O:6])=[O:4].Cl.[CH3:9][NH:10][O:11][CH3:12].C(Cl)(Cl)Cl.C(N([CH2:22][CH3:23])CC)C.[O:24]1CCCC1>CO>[CH3:12][O:11][N:10]([C:3](=[O:4])[C:5]([O:6][CH2:22][CH3:23])=[O:24])[CH3:9]

Participants

7

Reactant 5

HCID 6212ChloroformHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 11007880Butanoyl chloride, 2-oxo-

Product 1

HCID 10012185HCID 10012185, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyloxalyl chloride (15.2 g, 92.7 mmol) and N,O-dimethylhydroxylamine hydrochloride (9.00 g, 92.3 mmol) were added to chloroform (180 ml) at 0° C. To the mixture was gradually added triethylamine (18.6 g, 184 mmol) under stirring. After the mixture was allowed to warm up to room temperature, the mixture was stirred for 30 minutes, and then methanol (30 ml) was added thereto. The reaction solution was concentrated in vacuo to give a residue, to which was added tetrahydrofuran. The resulting precipitates were filtered off, and the filtrate was concentrated. The residue was distilled to give the title compound (7.47 g) as a pale yellow oil.

Workup

  1. stirringthe mixture was stirred for 30 minutes
  2. concentrationThe reaction solution was concentrated in vacuo
  3. customto give a residue
  4. customThe resulting precipitates
  5. filtrationwere filtered off
  6. concentrationthe filtrate was concentrated
  7. distillationThe residue was distilled

Sources & evidence

ORD record
ord-296bbe9a8e09425cb96d2a48da01390f
Source dataset
uspto-grants-2006_12
Patent number
US07148224B2

Reaction notes

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