1-Octanol → HCID 18315111, compound
Reaction equation
[CH2:1]([OH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH2:10]([CH:12](CCCC)[C:13]([O-:15])=[O:14])[CH3:11].[Sn+2].C(C(CCCC)C([O-])=[O:25])C>>[CH2:1]([O:9][C:11](=[O:25])[CH2:10][CH2:12][C:13]([OH:15])=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]Participants
3
Conditions
- Temperature
- 140 °C
Procedure
A mixture containing 4.1 g (31.5 mmol) of 1-octanol, 100 mg of tin(II) 2-ethylhexanoate and 3.0 g (30 mmol) of succinate anhydride was stirred under nitrogen at 140° C. for 2 hours. The mixture was cooled to room temperature and, the crude product was purified by column chromatography on silica gel (40% ethyl acetate in hexane) to provide 3.134 g of succinic acid mono-(1-octyl) ester (45.36%).
Workup
- temperatureThe mixture was cooled to room temperature
- customthe crude product was purified by column chromatography on silica gel (40% ethyl acetate in hexane)
Sources & evidence
- ORD record
- ord-2ac98dbe4dda4b8dbf756a85a11fc182
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07786134B2
Reaction notes
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