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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzo(B)ThiopheneHCID 7221—
Reactanttert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylateHCID 51072194—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
Product9-Benzo[b]thiophen-2-yl-3-aza-spiro[5.5]undec-8-eneHCID 16006327—

Reaction Conditions

Temperature-78 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093388B2
Source datasetuspto-grants-2012_01
ORD IDord-9ef8e67af83c4986972bb82a153306d7
Source noteuspto-grants-2012_01