Sodium Hydroxide → 5,7-Dimethoxy-indan-1-one
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]([OH:15])=O)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[OH-].[Na+]>CS(O)(=O)=O>[CH3:10][O:9][C:7]1[CH:6]=[C:5]2[C:4](=[C:3]([O:2][CH3:1])[CH:8]=1)[C:13](=[O:15])[CH2:12][CH2:11]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
The 3-(3,5-Dimethoxy-phenyl)-propionic acid (2 g×5) was dissolved in methanesulfonic acid (10 ml×5) in microwave process vial (20 ml×5), the mixture was heated at 90° C. for 10 minutes under microwave irradiation. The mixture was poured into ice (250 g), neutralized by 2M NaOH to PH 8-9, and extracted by EtOAc. The organic layer was concentrated to give the product (8.8 g, 96.2%). LC-MS: m/e 193 (MH+)
Workup
- extractionextracted by EtOAc
- concentrationThe organic layer was concentrated
Sources & evidence
- ORD record
- ord-1d68c84180a141399e91d108d6d7e976
- Source dataset
- uspto-grants-2009_08
- Patent number
- US07572809B2
Reaction notes
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