Oxalyl chloride → 5-Cyano-naphthalene-2-carboxylic acid chloride
Reaction equation
[C:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([C:13]([OH:15])=O)=[CH:8]2)#[N:2].C(Cl)(=O)C([Cl:19])=O>C(Cl)Cl.CN(C=O)C>[C:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([C:13]([Cl:19])=[O:15])=[CH:8]2)#[N:2]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a suspension of 5-cyano-naphthalene-2-carboxylic acid, 2, (0.084 g, 0.426 mmol) in CH2Cl2 (2 mL) at room temperature containing 1 drop of DMF is added oxalyl chloride (0.074 mL). Once the solution is homogeneous, the solution is concentrated in vacuo and the crude product is used without further purification.
Workup
- concentrationthe solution is concentrated in vacuo
- customthe crude product is used without further purification
Sources & evidence
- ORD record
- ord-abfba1fb62524b74bfcd758604b4e35b
- Source dataset
- uspto-grants-2008_05
- Patent number
- US07368462B1
Reaction notes
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