3-Fluoroacetophenone → HCID 58335777, compound

HRID 1890686Notes

Reaction equation

HRID 1890686 reaction equation
Cl.[Cl:2][CH2:3][CH2:4][CH2:5][NH2:6].[F:7][C:8]1[CH:9]=[C:10]([C:14](=O)[CH3:15])[CH:11]=[CH:12][CH:13]=1.C(=O)([O-])[O-].[Na+].[Na+]>O>[Cl:2][CH2:3][CH2:4][CH2:5][N:6]=[C:14]([C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([F:7])[CH:9]=1)[CH3:15]

Participants

5

Reactant 3

HCID 99673-FluoroacetophenoneHCID 10340Sodium CarbonateHCID 114690951-Propanamine, 3-chloro-, hydrochloride

Product 1

HCID 58335777HCID 58335777, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In step 8-1, 3-chloropropan-1-amine hydrochloride (4.1 g, 32 mmol) was added to a suspension of 1-(3-fluorophenyl)ethanone (4.4 g, 32 mmol) and sodium carbonate (3.7 g, 35 mmol) in water (15 mL). The reaction mixture was stirred overnight and the resulting solution was then extracted with ethyl acetate (3×150 mL). The organic layer was dried with sodium sulfate, and the ethyl acetate removed to yield 3-chloro-N-(1-(3-fluorophenyl)ethylidene)propan-1-amine (8-1) as a light yellow oil. m/z=214.0 [M+1].

Workup

  1. extractionthe resulting solution was then extracted with ethyl acetate (3×150 mL)
  2. dry with materialThe organic layer was dried with sodium sulfate
  3. customthe ethyl acetate removed

Sources & evidence

ORD record
ord-3575a25d9c1f48f5bade576d7803269d
Source dataset
uspto-grants-2013_08
Patent number
US08507488B2

Reaction notes

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