HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2219877Generated: November 1, 2026
1,8-Diazabicyclo(5.4.0)undec-7-ene → (R)-5-azido-5,6,7,8-tetrahydronaphthalene-2-carbaldehyde
https://huagongshe.com/reaction/2219877
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | (S)-5-hydroxy-5,6,7,8-tetrahydronapthalene-2-carbaldehyde | HCID 59771799 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (R)-5-azido-5,6,7,8-tetrahydronaphthalene-2-carbaldehyde | HCID 59771822 | — |
Reaction Steps
(S)-5-Hydroxy-5,6,7,8-tetrahydronapthalene-2-carbaldehyde (19.73 mmol) was dissolved in 50 mL of toluene and cooled to 0° C. Diphenylphosphoryl azide (29.6 mmol, 1.5 eq) was added, followed by 1,8-diazabicyclo[5.4.0]undec-7-ene (23.07 mmol, 1.2 eq). After stirring at room temperature overnight, the solvent was evaporated. The residue was purified by SiO2 chromatography (5→30% ethyl acetate in dichloromethane) to afford the title compound. MS (m/z): 204.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07414134B2 |
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| Source dataset | uspto-grants-2008_08 |
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| ORD ID | ord-00f78229c125494dbde942cc4f7d5132 |
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| Source note | uspto-grants-2008_08 |
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