Oxalyl chloride → 6-(Trifluoromethyl)benzo[b]thiophene-2-carbonyl chloride
Reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[CH:5][C:6]2[CH:10]=[C:9]([C:11](O)=[O:12])[S:8][C:7]=2[CH:14]=1.C(Cl)(C([Cl:21])=O)=O>C(Cl)Cl.CN(C=O)C>[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[CH:5][C:6]2[CH:10]=[C:9]([C:11]([Cl:21])=[O:12])[S:8][C:7]=2[CH:14]=1Participants
5
Procedure
To a mixture of 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid 4a (65 mg, 0.26 mmol) in CH2Cl2 (2.5 mL) was added (COCl)2 (0.026 mL, 0.30 mmol), followed by DMF (1 drop) at room temperature. The reaction was kept at room temperature for 20 h. The resulting solution was concentrated to give compound 4b.
Workup
- concentrationThe resulting solution was concentrated
Sources & evidence
- ORD record
- ord-d8b18ac9511a4acb98d4a2af7aa2bb92
- Source dataset
- uspto-grants-2014_06
- Patent number
- US08759533B2
Reaction notes
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