Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1-Bromododecane | HCID 8919 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Thiopheneethanol | HCID 79400 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68790321 | HCID 68790321 | 53.8% |
Reaction Steps
13 g of 2-thiopheneethanol was cooled to 0° C., and to this, a suspension formed by adding 5.8 g of sodium hydride (60% in oil) to 100 ml of tetrahydrofuran was added dropwise. The solution was stirred at 0° C. for 20 minutes under a nitrogen atmosphere, and to this, 25 g of 1-bromododecane was added dropwise. The resulting solution was heated to 90° C. and stirred for 11.5 hours. 100 ml of water and 150 ml of dichloromethane were added to the reaction solution to separate the organic layer. The organic layer was washed with 300 ml of water and then dried over anhydrous magnesium sulfate. The resulting solution was concentrated by a rotary evaporator and purified by a column chromatography (filler: silica gel, eluent: hexane/dichloromethane) to obtain 16 g of 2-(2-dodecyloxyethyl)thiophene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08441002B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-04fe32f8290a4e2b8b34775630c11283 |
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| Source note | uspto-grants-2013_05 |
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