Chloroform → HCID 13434525, compound
Reaction equation
[CH:1]([Cl:4])([Cl:3])[Cl:2].[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH:10]=[O:11].[OH-].[K+]>CN(C=O)C.CO>[Cl:2][C:1]([Cl:4])([Cl:3])[CH:10]([C:9]1[CH:12]=[CH:13][CH:14]=[C:7]([O:6][CH3:5])[CH:8]=1)[OH:11]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 0 °C
Procedure
To a solution of 1.8 mL (22.5 mmol) of chloroform in 10 mL DMF was added 1.4 g (10 mmol) of 3-methoxybenzaldehyde. The reaction mixture was chilled to 0° C. and a solution of 0.40 g (7 mmol) of potassium hydroxide in 1.8 mL of methanol was added. The reaction mixture was stirred for 3 h at 0° C., then quenched by addition of 1 mL of 1 N hydrochloric acid. The reaction mixture was adjusted to pH=7, then extracted with EtOAc. The organic layers were washed with brine, dried (Na2SO4), filtered and evaporated. The product was used in the next step without further purification.
Workup
- customquenched by addition of 1 mL of 1 N hydrochloric acid
- extractionextracted with EtOAc
- washThe organic layers were washed with brine
- dry with materialdried (Na2SO4)
- filtrationfiltered
- customevaporated
- customThe product was used in the next step without further purification
Sources & evidence
- ORD record
- ord-a051bd8eb1be49a1a8d86c89746c5c1e
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07834062B2
Reaction notes
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