Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Thiophene-3-ethanol | HCID 83731 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-(2-Bromothiophen-3-yl)ethan-1-ol | HCID 19359572 | — |
Reaction Steps
NBS (9.53 g, 53.6 mmol) was added portionwise to a solution of 3-thiopheneethanol 6.87 g, 53.6 mmol) in AcOH (30 ml). The temperature was raised to 40° C. and mixture was stirred for 1 h. DCM (400 ml) and water was added. The organic layer was washed with water and sat. NaHCO3. The organic layer evaporated and residue purified by flash chromatography using 25-33% EtOAc in iso-hexane. Yield: 5.39 g (49%); colourless oil. 1H NMR (400 MHz, CDCl3): δ 2.89 (t, J 6.4 Hz, 2H), 3.85 (t, J 6.4 Hz, 2H), 6.89 (d, J 5.6 Hz, 1H), 7.26 (d, J 5.6 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359311B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-bca4027ca9cd4415877e6996018729a8 |
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| Source note | uspto-grants-2016_06 |
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