Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-(5-Bromo-2-fluorophenyl)acetic acid | HCID 3584690 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 58563097 | HCID 58563097 | 105% |
Reaction Steps
To a mixture of commercially available 5-bromo-2-fluorophenylacetic acid (compound B1A, [CAS No. 883514-21-4], 6.42 g, 26 mmol) in toluene (52 ml) and thionyl chloride (SOCl2) (4.721 ml, 40 mmol) at 23° C. was added a drop of N,N-dimethylformamide (DMF) and the mixture was stirred at 80° C. for 4 hours (reaction checked by HPLC with product+MeOH). All volatiles were removed by rotary evaporation and the residue was dried in high vacuum to give the title compound as a colorless liquid (7.01 g, 105%), which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08673894B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-1cacbbe8bc0a4e71bb30f0c81ac83ffb |
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| Source note | uspto-grants-2014_03 |
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