Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358313Generated: October 30, 2026

Tributylstannane → HCID 22595773, compound

https://huagongshe.com/reaction/1358313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylstannaneHCID 5948—
ReactantDiisopropylamineHCID 7912—
Reactant2-(Chloromethoxy)propaneHCID 12431716—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22595773HCID 22595773—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 4.6 mL diisopropylamine in 40 mL of dry THF at −20° C. was added dropwise first 12.0 ml of 2.5 M butyllithium and then 8.1 ml of tributyltinhydride. After 10 min this solution was cooled to −78° C., and 3.25 g of chloromethyl isopropyl ether (Molina et al, 1982 Synthesis, 944) was added dropwise. After 10 min the cooling bath was removed and the reaction mixture was stirred at ambient temperature for 1.5 h. The mixture was poured onto water and extracted with hexanes and the extracts were dried over sodium sulfate and evaporated. The crude product was distilled (0.2 mm, 110-130° C.) to afford 7.8 g of tributyl (isopropoxymethyl)tin as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596729B2
Source datasetuspto-grants-2003_07
ORD IDord-3d6850fc8b13400ca50da5cf9e3bb37c
Source noteuspto-grants-2003_07