HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732852Generated: October 29, 2026
Hydrochloric Acid → 3-{[3-(Triethoxysilyl)propyl]thio}-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-butanone
https://huagongshe.com/reaction/732852
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 1-Propanethiol, 3-(triethoxysilyl)- | HCID 84658 | — |
| Reactant | (E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one | HCID 5366077 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-{[3-(Triethoxysilyl)propyl]thio}-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-butanone | HCID 68815894 | — |
Reaction Steps
A solution of α-damascone (9.60 g; 50.0 mmol) and 3-mercaptopropyltriethoxysilane (95% pure, 12.52 g, 50.0 mmol) in THF (40 ml) was treated with DBU (1.52 g, 10.0 mmol) and stirred at 40° C. for 90 min. The reaction solution was treated with 5% HCl, extracted twice with ether, washed with water, saturated aqueous NaHCO3 and then with saturated aqueous NaCl, dried over Na2SO4 and concentrated at 70° C./0.01 mbar. The reaction yielded 21.2 g (99%). of crude product:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07589055B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-ddfef09fcf28429baee08345b17bdbd2 |
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| Source note | uspto-grants-2009_09 |
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