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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77338Generated: October 26, 2026

Sodium hydride → 2-(2-Chloro-5-thiazolyl)methoxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane

https://huagongshe.com/reaction/77338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-5-chloromethylthiazoleHCID 2763179—
Reactant2-Hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decaneHCID 66701518—
SolventTolueneHCID 1140—
Product2-(2-Chloro-5-thiazolyl)methoxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decaneHCID 66701537—

Reaction Conditions

Temperature28 °C

Reaction Steps

To 8.64 g (0.36 mole) of sodium hydride in toluene (250 ml) was added 2-hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane (compound 1.50 gm, 0.18 mole) in toluene (350 ml) with stirring at 28° C. The phase transfer catalyst tetrabutylammonium bromide TBAB 2 gm was added and 31 gm of 2-chloro-5-chloromethylthiazole in toluene (225 ml) was then added drop wise at 10° C. and the reaction mixture was refluxed for 15 hrs. The reaction mixture was washed with water and the product was extracted with methylene chloride 100 ml. The solvent was distilled off to get thick dark colored liquid. The yield of the product was 85%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841296B2
Source datasetuspto-grants-2014_09
ORD IDord-2cfa75405cf349088974236ec659b8bc
Source noteuspto-grants-2014_09