3-(4-Fluorobenzoyl)propyl chloride → HCID 76672293, compound

HRID 2363022Notes

Reaction equation

HRID 2363022 reaction equation
Cl.[CH3:2][O:3][NH2:4].[Cl:5][CH2:6][CH2:7][CH2:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)=O>N1C=CC=CC=1>[CH3:2][O:3][N:4]=[C:9]([C:11]1[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=1)[CH2:8][CH2:7][CH2:6][Cl:5]

Participants

4

Reactant 2

HCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 76672293HCID 76672293, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Methoxyamine hydrochloride (0.833 g, 9.97 mmol) was added portionwise to 4-chloro-4′-fluorobutyrophenone (2.00 g, 9.97 mmol) in pyridine (10 mL) and the mixture stirred at room temperature overnight and evaporated under vacuum. The residue was diluted with ethyl acetate, washed with 2N aqueous hydrochloric acid and brine, dried (MgSO4) and evaporated to give product as an oil (2.29 g, quant.); MS for C11H13ClFNO m/z 230 (M+H)+.

Workup

  1. customevaporated under vacuum
  2. additionThe residue was diluted with ethyl acetate
  3. washwashed with 2N aqueous hydrochloric acid and brine
  4. dry with materialdried (MgSO4)
  5. customevaporated

Sources & evidence

ORD record
ord-438fd16f80564c3d87446f5a33b13842
Source dataset
uspto-grants-2014_04
Patent number
US08691836B2

Reaction notes

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