Aluminum(III) Chloride → HCID 24950044, compound
Reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([CH2:21][CH2:22][C:23]([NH:25][CH3:26])=[O:24])[CH:6]=[C:7]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19]C)[CH:15]=3)[CH:10]=2)[CH:8]=1.[Cl-].[Cl-].[Cl-].[Al+3]>>[OH:2][C:3]1[CH:4]=[C:5]([CH2:21][CH2:22][C:23]([NH:25][CH3:26])=[O:24])[CH:6]=[C:7]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([OH:19])[CH:15]=3)[CH:10]=2)[CH:8]=1Participants
3
Procedure
The compound is prepared by reaction of 3-[3-methoxy-5-(6-methoxy-naphthalene-2-yl)phenyl]-N-methylpropionamide (47.8 mg, 0.16 mmol, 1 eq) with aluminum trichloride (213.3 mg, 1.60 mmol, 10 eq) according to method F. Purification by preparative thin-layer chromatography with dichloromethane/methanol 98/2 yielded the desired product in a yield of 35%, 16 mg.
Workup
- customPurification by preparative thin-layer chromatography with dichloromethane/methanol 98/2
Sources & evidence
- ORD record
- ord-d166d2bd2fa84076885dd2376ea10c68
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08546392B2
Reaction notes
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