Sodium Hydroxide → 5-Iodo-2-methoxybenzoic acid
Reaction equation
[I:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][CH3:13])=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[OH-].[Na+]>CO>[I:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][CH3:13])=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 10 °C
Procedure
A mixture of methyl 5-iodo-2-methoxybenzoate (14 g, 48 mmol), 30% aqueous sodium hydroxide (40 mL) and methanol (200-300 mL) was allowed to stand approximately 2 hours and th&n heated 5 minutes at reflux. The mixture was concentrated and the residue was stirred with water (500 mL). The mixture was treated with 10% hydrochloric acid (200 mL) and then cooled to 10° C. and the solids were collected and dried under vacuum at 90° C. to give 5-iodo-2-methoxybenzoic acid (13.4 g, 48 mmol), m.p. 150°-152° C.
Workup
- temperatureat reflux
- concentrationThe mixture was concentrated
- additionThe mixture was treated with 10% hydrochloric acid (200 mL)
- customthe solids were collected
- customdried under vacuum at 90° C.
Sources & evidence
- ORD record
- ord-282f49e4da744d3b9be6221eeac382a9
- Source dataset
- uspto-grants-1998_04
- Patent number
- US05739336
Reaction notes
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