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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42844Generated: October 28, 2026

Nitrogen → [4-(2-Methyl-[1,3]dioxolan-2-yl)-thiophen-2-yl]-methanol

https://huagongshe.com/reaction/42844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantTert-butyl-dimethyl-[4-(2-methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethoxy]-silaneHCID 66928827—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product[4-(2-Methyl-[1,3]dioxolan-2-yl)-thiophen-2-yl]-methanolHCID 66929383—

Reaction Conditions

Temperature0 °C

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of tert-butyl-dimethyl-[4-(2-methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethoxy]-silane (545 mg, 1.73 mmol) in dry THF (5.0 mL) was treated at 0° C. with TBAF (2.6 mL of a 1M solution in THF, 2.60 mmol). The reaction mixture was stirred at 0° C. for 2 h. The mixture was then diluted with EA (10 mL), washed with brine (3×20 mL), dried over MgSO4, filtered and concentrated under reduced pressure. Purification of the residue by FC (1:5 EA-Hept) gave the title compound as a colorless oil. TLC:rf (1:1 EA-Hept)=0.36. LC-MS-conditions 02: tR=0.70 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536209B2
Source datasetuspto-grants-2013_09
ORD IDord-104e3e9bead34360aee42dd74d9e0d7b
Source noteuspto-grants-2013_09