Thionyl Chloride → HCID 131735941, compound

HRID 2207884Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:13])=[C:6]([CH:8]=[CH:9][C:10](O)=[O:11])[CH:7]=1.S(Cl)([Cl:16])=O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:13])=[C:6]([CH:8]=[CH:9][C:10]([Cl:16])=[O:11])[CH:7]=1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 6883153-(5-Bromo-2-fluorophenyl)-2-propenoic acid

Product 1

HCID 131735941HCID 131735941, compound

Conditions

Temperature: 100 °C

Procedure

3-(5-Bromo-2-fluoro-phenyl)-acrylic acid (1.3 g, 5.0 mmol) prepared in Step 1 was added to thionyl chloride (10.0 mL). The reaction mixture was stirred at 100° C. for 2 hours and then concentrated under reduced pressure. The resulting residue was concentrated under reduced pressure three times, along with using toluene, to give 1.4 g of the titled compound as an unpurified dark brown liquid.

Workup

concentrationconcentrated under reduced pressure
concentrationThe resulting residue was concentrated under reduced pressure three times, along with using toluene

Sources & evidence

ORD record: ord-cb8805a510234eb29b9116e862017cef
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09376420B2

Reaction notes

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