HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520152Generated: November 1, 2026
Ethyl Acetate → 6-Bromo-1,2,3,4-tetrahydroquinoline
https://huagongshe.com/reaction/1520152
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 1,2,3,4-Tetrahydroquinoline | HCID 69460 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 6-Bromo-1,2,3,4-tetrahydroquinoline | HCID 4715029 | 35% |
Reaction Steps
NBS (28 g, 158 mmol) was added to a solution of 1,2,3,4-tetrahydroquinoline (20 g, 150.16 mmol) in carbon tetrachloride (200 mL). The resulting solution was stirred for 3 h at 0° C., extracted with dichloromethane (3×50 mL) and concentrated in vacuo to give a residue, which was applied onto a silica gel column with 1% ethyl acetate in petroleum ether to give 6-bromo-1,2,3,4-tetrahydroquinoline as a yellow solid (11 g, 35%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073902B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-73363feaa8f448679f88580056d01c35 |
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| Source note | uspto-grants-2015_07 |
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