Thionyl Chloride → HCID 59700988, compound

HRID 901983Notes

Reaction equation

HRID 901983 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][CH3:21])=[C:6]([CH2:8][CH2:9][C:10]2[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:11]=2[C:12](O)=[O:13])[CH:7]=1.S(Cl)([Cl:24])=O>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][CH3:21])=[C:6]([CH2:8][CH2:9][C:10]2[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([Cl:24])=[O:13])[CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 59701029HCID 59701029, compound

Product 1

HCID 59700988HCID 59700988, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-[2-(5-bromo-2-methoxyphenyl)-ethyl]-3-fluorobenzoic acid (0.81 g, 2.3 mol, 1 equiv) in THF (13 mL) was added thionyl chloride (0.84 mL, 11.5 mmol, 5 equiv). The solution was heated to reflux. After one hour, the solution was cooled to room temperature and concentrated to give 2-[2-(5-bromo-2-methoxy-phenyl)-ethyl]-3-fluoro-benzoyl chloride as an oil, which was used without further purification.

Workup

  1. temperatureThe solution was heated to reflux
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-0033b4753d0e4d638e45c2b9a4c3e98f
Source dataset
uspto-grants-2008_04
Patent number
US07365070B2

Reaction notes

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