HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30282Generated: October 29, 2026
Triethylamine → 3b,4,6,7,7a,8-Hexahydro-1-thia-5-aza-cyclopenta[alpha]indene-5-carboxylic acid ethyl ester
https://huagongshe.com/reaction/30282
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 4,5,6,7,7a,8-Hexahydro-3bH-1-thia-5-aza-cyclopenta[alpha]indene | HCID 68902421 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3b,4,6,7,7a,8-Hexahydro-1-thia-5-aza-cyclopenta[alpha]indene-5-carboxylic acid ethyl ester | HCID 59789445 | 73% |
Reaction Steps
A 0° C. solution of product from Example 29, step h) (885 mg, 4.1 mmol) in CH2Cl2 (20 ml) was treated with triethylamine (1.71 ml, 12.3 mmol) and ethyl chloroformate (472 μl, 4.92 mmol) and the reaction was warmed to 22° C. Next, the reaction mixture was diluted with CH2Cl2 (20 ml) and washed with brine (25 ml). The organic layer was dried (MgSO4) and the solvent evaporated in vacuo to give the crude product that was purified by silica-gel chromatography (hexanes:EtOAc-50:50) to give 748 mg (73%) of the subtitle compound. MS calculated for C13H17NO2S+H 252, observed 252.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07423056B2 |
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| Source dataset | uspto-grants-2008_09 |
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| ORD ID | ord-ce5fa0a51bd848e082a0d21f07bd19e2 |
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| Source note | uspto-grants-2008_09 |
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