Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromooctadecane | HCID 8218 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Thieno(3,2-b)thiophene | HCID 136063 | — |
| Reactant | Sulfur | HCID 5362487 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Reactant | HCID 178506650 | HCID 178506650 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 21479728 | HCID 21479728 | — |
Reaction Steps
47 ml (75 mmol) of 1.6N n-butyllithium are added dropwise at room temperature under nitrogen as blanketing gas to 10 g (71 mmol) of thieno[3,2-b]thiophene dissolved in dry diethyl ether. The mixture is then allowed to reflux for 30 minutes. Subsequently, 2.4 g (75 mmol) of dried sulfur are added with ice cooling and vigorous stirring to the resulting suspension of the thieno[3,2-b]thiophenyl lithium salt. The mixture is then allowed to warm to room temperature and stirred for 60 minutes. After renewed cooling by means of an ice bath, 23.7 g (71 mmol) of octadecyl bromide dissolved in 100 ml of dry diethyl ether are then added dropwise. After the mixture has been stirred overnight at room temperature, 50 ml of 25% ammonium chloride solution are added with ice cooling.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05684165 |
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| Source dataset | uspto-grants-1997_11 |
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| ORD ID | ord-6b1b4b22688c45dfaf5287b7954e4ea3 |
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| Source note | uspto-grants-1997_11 |
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