HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419276Generated: October 29, 2026
Benzo(B)Thiophene → 9-Benzo[b]thiophen-2-yl-3-aza-spiro[5.5]undec-8-ene
https://huagongshe.com/reaction/419276
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzo(B)Thiophene | HCID 7221 | — |
| Reactant | tert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate | HCID 51072194 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 9-Benzo[b]thiophen-2-yl-3-aza-spiro[5.5]undec-8-ene | HCID 16006327 | — |
Reaction Steps
Was prepared according to method A with the following variation: n-BuLi (1.6 M in hexanes (4 mL, 6.4 mmol)) was added drop-wise to a solution of benzothiophene (778 mg, 5.80 mL) in diethyl ether (10 mL). The reaction was warmed to reflux for 1 h and then cooled to −78° C. 9-Oxo-3-aza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester (500 mg, 1.87 mmol) in diethyl ether was added drop-wise and the mixture was stirred at −78° C. for 2 h. Mp. 107.3-110.2° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093388B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-9ef8e67af83c4986972bb82a153306d7 |
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| Source note | uspto-grants-2012_01 |
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