3-[4-(Hydroxymethyl)phenyl]propanoic acid → 3-(4-Formylphenyl)propanoic acid
Reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:5][CH:4]=1>C(O)C.O=[Mn]=O>[CH:2]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:5][CH:4]=1)=[O:1]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 80 °C
Procedure
A solution of 3-(4-hydroxymethyl-phenyl)-propionic acid (720 mg, 4.0 mmol, Example 2a) in ethanol (20 mL) is treated with MnO2 (350 mg, 4.0 mmol) and the resulting suspension is stirred at 80° C. for 18 h. Another portion of MnO2 (500 mg, 5.7 mmol) is added and stirring is continued at 80° C. for 2 days. The mixture is filtered and the filtrate is evaporated to give 3-(4-formyl-phenyl)-propionic acid (500 mg) as a brown solid; LC-MS: tR=0.72 min.
Workup
- stirringstirring
- waitis continued at 80° C. for 2 days
- filtrationThe mixture is filtered
- customthe filtrate is evaporated
Sources & evidence
- ORD record
- ord-c2d7a9abdfce4b13a68d15b1d94c5122
- Source dataset
- uspto-grants-2010_12
- Patent number
- US07846964B2
Reaction notes
Loading…