Pyridine → 2-Fluoro-4-(propoxymethyl)benzoyl chloride

HRID 1291957Notes

Reaction equation

HRID 1291957 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([CH2:11][O:12][CH2:13][CH2:14][CH3:15])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:18])=O.N1C=CC=CC=1>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:10]=[C:9]([CH2:11][O:12][CH2:13][CH2:14][CH3:15])[CH:8]=[CH:7][C:3]=1[C:4]([Cl:18])=[O:5]

Participants

5

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 189137492-Fluoro-4-(propoxymethyl)benzoic acid

Product 1

HCID 189137502-Fluoro-4-(propoxymethyl)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-Fluoro-4-(propoxymethyl)benzoic acid (1.5 g, 7.1 mmol) was mixed with thionyl chloride (1.3 g, 10.6 mmol), pyridine (0.1 ml) and toluene (3 ml), followed by reacting them at 80° C. for 2 hours, and distilling off superfluous thionyl chloride and toluene under reduced pressure, to obtain raw 2-fluoro-4-(propoxymethyl)benzoyl chloride.

Workup

  1. customat 80° C.
  2. customfor 2 hours
  3. distillationdistilling off superfluous thionyl chloride and toluene under reduced pressure

Sources & evidence

ORD record
ord-76b1df71253240668446a661b9803ec5
Source dataset
uspto-grants-1998_05
Patent number
US05755994

Reaction notes

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