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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098681Generated: November 1, 2026

Triethylsilane → HCID 24864236, compound

https://huagongshe.com/reaction/1098681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylsilaneHCID 12052—
Reactant(R)-S-Ethyl 2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)ethanethioateHCID 53627664—
CatalystPalladiumHCID 23938—
SolventDichloromethaneHCID 6344—
ProductHCID 24864236HCID 2486423687.2%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a stirred suspension of (R)—S-ethyl 2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)ethanethioate (1.9 g, 8.7 mmol), 10% palladium on carbon (470 mg), and CH2Cl2 (20 mL) under N2, at 25° C., was added triethylsilane (2.08 mL, 13.0 mmol) dropwise over 10 minutes. The mixture was stirred at 25° C. for 1 hour. The mixture was filtered and the filtrate was evaporated to dryness under reduced pressure to give the desired aldehyde as a clear oil (1.2 g, 87%). 1H-NMR (400 MHz, CDCl3) δ 9.70 (s, 1H), 4.72 (q, J=3.5 Hz, 1H), 3.10-3.01 (m, 1H), 2.93-2.84 (m, 1H), 1.56 (s, 3H), 1.51 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143297B2
Source datasetuspto-grants-2012_03
ORD IDord-ec8c3b710d724332999d9775c23fe7f7
Source noteuspto-grants-2012_03