Acetyl chloride → HCID 68008288, compound

HRID 238280Notes

Reaction equation

HRID 238280 reaction equation
Cl.[N+:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[CH2:12][CH2:13][NH:14][CH2:15][CH:16]=1)([O-:4])=[O:3].[C:17](Cl)(=[O:19])[CH3:18]>N1C=CC=CC=1.C(Cl)Cl>[N+:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[CH2:16][CH2:15][N:14]([C:17](=[O:19])[CH3:18])[CH2:13][CH:12]=1)([O-:4])=[O:3]

Participants

5

Reactant 2

HCID 6367Acetyl chlorideHCID 67059989HCID 67059989, compound

Product 1

HCID 68008288HCID 68008288, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent2×

Procedure

4-(2-Nitro-phenyl)-1,2,3,6-tetrahydro-pyridine hydrochloride (0.44 g, 1.8 mmol) was dissolved in a solution of pyridine (0.4 mL) and DCM (20 mL). Acetyl chloride (0.142 mL) was added and the mixture was stirred for 0.5 hours. The mixture was diluted with DCM (20 mL) and the organic solution washed with water then 1 N hydrochloric acid. The solution was dried with magnesium sulphate, filtered and the solvent removed by evaporation under vacuum to give the title compound as an orange oil (0.4 g). LCMS m/z 247.4 [M+H]+. R.T.=3.70 min (Analytical Method 4).

Workup

  1. washthe organic solution washed with water
  2. dry with materialThe solution was dried with magnesium sulphate
  3. filtrationfiltered
  4. customthe solvent removed by evaporation under vacuum

Sources & evidence

ORD record
ord-5af842cb979c44fd9d7473cd794a1b74
Source dataset
uspto-grants-2014_02
Patent number
US08642621B2

Reaction notes

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