Oxalyl chloride → HCID 71471704, compound

HRID 336991Notes

Reaction equation

HRID 336991 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:26]([F:29])([F:28])[F:27])[O:13][N:12]=[C:11]([C:14]3[S:18][C:17]([C:19](O)=[O:20])=[C:16]4[CH2:22][CH2:23][CH2:24][CH2:25][C:15]=34)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.C(Cl)(=O)C([Cl:33])=O>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:26]([F:28])([F:29])[F:27])[O:13][N:12]=[C:11]([C:14]3[S:18][C:17]([C:19]([Cl:33])=[O:20])=[C:16]4[CH2:22][CH2:23][CH2:24][CH2:25][C:15]=34)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 71471630HCID 71471630, compound

Product 1

HCID 71471704HCID 71471704, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

Stir a mixture of 3-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-4,5,6,7-tetrahydro-benzo[c]thiophene-1-carboxylic acid (600 mg, 1.2 mmol), 2 drops DMF in oxalyl dichloride (5 mL) at ambient temperature for 3 hours. Remove the solvent under vacuum to afford 3-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-4,5,6,7-tetrahydrobenzo[c]thiophene-1-carbonyl chloride as a yellow solid (615 mg, 98%).

Workup

  1. customRemove the solvent under vacuum

Sources & evidence

ORD record
ord-07a53c2305654417bdfd0c522a14bd1b
Source dataset
uspto-grants-2014_11
Patent number
US08889710B2

Reaction notes

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