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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2404601Generated: October 31, 2026

Chlorotrimethylsilane → HCID 68291626, compound

https://huagongshe.com/reaction/2404601

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantOctahydro-4H-inden-4-oneHCID 228144—
ReactantLithium diisopropylamideHCID 2724682—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68291626HCID 68291626100.4%

Reaction Steps

Add dropwise hexahydro-1H-inden-4(2H)-one (1.6 g, 11.6 mmol) in dry THF (5 mL) to a solution of LDA (23.2 mL, 23.2 mmol) in THF (30 mL). Stir the reaction mixture for 30 min and then add dropwise TMSCl (3.5 g, 32.0 mmol) to the reaction mixture. Stir the resultant solution for additional 1 hour. Pour the mixture into ice water (50 mL) and extract the aqueous mixture with EtOAc (50 mL×3). The combined organic layers are washed with brine, dried over MgSO4, filtered and concentrated in vacuo to afford crude (2,3,3a,6,7,7a-hexahydro-1H-inden-4-yloxy)trimethylsilane (2.45 g, 100%) as yellowish oil, MS (m/z): 209 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802728B2
Source datasetuspto-grants-2014_08
ORD IDord-b23e74ca43dc4b1fbbf6b1aeefb56c34
Source noteuspto-grants-2014_08