(2-Bromo-5-phenylthiophen-3-yl)methanol → 2-Bromo-5-phenylthiophene-3-carbaldehyde
Reaction equation
[Br:1][C:2]1[S:3][C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][C:6]=1[CH2:7][OH:8]>ClCCl.[O-2].[O-2].[Mn+4]>[Br:1][C:2]1[S:3][C:4]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:5][C:6]=1[CH:7]=[O:8]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of (2-bromo-5-phenylthiophen-3-yl)methanol (11e) (220 mg, 0.83 mmol) and manganese dioxide (720 mg, 8.3 mmol) in dichloromethane (3 mL) was stirred at room temperature for 160 minutes. The reaction mixture was filtered over Celite® and the filtrate was evaporated to dryness to provide the desired aldehyde (11f) (180 mg, 0.67 mmol, 81%), which was used without further purification.
Workup
- filtrationThe reaction mixture was filtered over Celite®
- customthe filtrate was evaporated to dryness
Sources & evidence
- ORD record
- ord-397225a12090406a930f4564adc66fd2
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09238026B2
Reaction notes
Loading…