Phenylacetyl chloride → Hydrochloric Acid

HRID 1267658Notes

Reaction equation

HRID 1267658 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[C:17]([CH2:19][N:20]3[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]3)[CH:16]=[CH:15][N:14]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[C:26]1([CH2:32][C:33]([Cl:35])=[O:34])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(=O)([O-])O.[Na+]>ClCCl>[ClH:35].[C:26]1([CH2:32][C:33]([N:23]2[CH2:24][CH2:25][N:20]([CH2:19][C:17]3[CH:16]=[CH:15][N:14]=[C:13]([C:5]4[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=4)[CH:18]=3)[CH2:21][CH2:22]2)=[O:34])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[ClH:35]

Participants

6

Reactant 3

HCID 7679Phenylacetyl chlorideHCID 516892Sodium BicarbonateHCID 120211551-[[2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]-methyl]piperazine

Product 2

HCID 313Hydrochloric AcidHCID 18546825HCID 18546825, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-[[2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]methyl]-piperazine (103 mg) was dissolved in dichloromethane (0.9 mL), and to the solution phenylacetyl chloride (60 mg) was added, and the mixture was stirred for 1 hour under ice cooling. A saturated aqueous solution of sodium hydrogencarbonate was added to the reaction mixture to conduct extraction with chloroform. The resultant organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (chloroform:methanol=50:1) to obtain the title compound in the form of a hydrochloride.

Workup

  1. extractionextraction with chloroform
  2. dry with materialThe resultant organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customthe residue was purified by column chromatography on silica gel (chloroform:methanol=50:1)

Sources & evidence

ORD record
ord-d6b913d1e4af4a118bb5c9113f9016df
Source dataset
uspto-grants-2003_04
Patent number
US06552188B2

Reaction notes

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