HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202653Generated: November 1, 2026
1,2,3,4-Tetrahydroisoquinoline → (R)-2-(oxiran-2-ylmethyl)-1,2,3,4-tetrahydroisoquinoline
https://huagongshe.com/reaction/2202653
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2,3,4-Tetrahydroisoquinoline | HCID 7046 | — |
| Reactant | Benzenesulfonic acid, 3-nitro-, (2R)-2-oxiranylmethyl ester | HCID 146513 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (R)-2-(oxiran-2-ylmethyl)-1,2,3,4-tetrahydroisoquinoline | HCID 30076569 | 53% |
Reaction Steps
A solution of 1,2,3,4-tetrahydroisoquinoline (10 g, 0.15 mol) in THF (100 mL) was cooled to 0° C. and potassium fluoride (22 g, 0.3 mol) was added. After 1 h, (R)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (21.4 g, 0.17 mol) was added; the mixture was warmed to 25° C. and stirred for 16 h. The solution was filtered, washed with THF and concentrated. The crude product was used in next step without further purification. (15 g, yield 53%) MS (ESI+) e/z: 190.1 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365555B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-3b0ae06564fc420b8a4d5223bfe57064 |
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| Source note | uspto-grants-2016_06 |
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