Isobutyric Acid → HCID 131729083, compound
Reaction equation
[CH3:1][CH:2]([CH3:6])[C:3]([OH:5])=[O:4].[CH3:7][C:8]1[CH:22]=[CH:21][C:11]([S:12][C:13]([O:15][CH:16](Cl)[CH:17]([CH3:19])[CH3:18])=[O:14])=[CH:10][CH:9]=1>[Ag-]=O.COC(C)(C)C>[CH3:1][CH:2]([CH3:6])[C:3]([O:5][CH:16]([O:15][C:13]([S:12][C:11]1[CH:21]=[CH:22][C:8]([CH3:7])=[CH:9][CH:10]=1)=[O:14])[CH:17]([CH3:19])[CH3:18])=[O:4]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 95 °C
Procedure
2-Methylpropanoic acid (5 mL) and silver (I) oxide (2.3 g) were charged to a vessel at room temperature. 1-Chloro-2-methylpropyl (4-methylthiophenoxy)formate (2.46 g) D4 was added to the reaction vessel. The reaction was heated to 95° C. and the mixture was maintained at approximately 90° C. for 1 hour. The reaction was then cooled to room temperature and tert-butyl methyl ether (20 mL) was added. The solid was filtered and the filter was washed with tert-butyl methyl ether (2×15 mL). The organic phase was washed with water (4×25 mL), bicarbonate (2×25 mL), and dried over sodium sulfate. The organic volatiles were removed under vacuum to provide 3.2 g of the title compound D5 as a pale-yellow oil.
Workup
- temperaturethe mixture was maintained at approximately 90° C. for 1 hour
- temperatureThe reaction was then cooled to room temperature
- filtrationThe solid was filtered
- washthe filter was washed with tert-butyl methyl ether (2×15 mL)
- washThe organic phase was washed with water (4×25 mL), bicarbonate (2×25 mL)
- dry with materialdried over sodium sulfate
- customThe organic volatiles were removed under vacuum
Sources & evidence
- ORD record
- ord-131c3c6e138d409b8efa76dc9ea51e7f
- Source dataset
- uspto-grants-2011_08
- Patent number
- US07989641B2
Reaction notes
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