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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194306Generated: October 31, 2026

Dimethylformamide → HCID 59571733, compound

https://huagongshe.com/reaction/2194306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant4-(4-Chloromethyl-2-methoxyphenoxymethyl)-5-methyl-2-phenyloxazoleHCID 22344609—
Reactant4-(2-Propen-1-yloxy)-9H-carbazoleHCID 59571751—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 59571733HCID 59571733—

Reaction Steps

6.05 g of sodium hydride (60%) was added to N,N-dimethylformamide (170 mL) solution of 35 g of 4-(allyloxy)-9H-carbazole while being cooled in an ice bath, and stirred at room temperature for 1 hour. Thereafter, 49.4 g of 4-((4-(chloromethyl)-2-methoxyphenoxy)methyl)-5-methyl-2-phenyloxazole was added thereto, and stirred for 1 hour. The reaction mixture was diluted with mixture of ethyl acetate:n-hexane=1:1 (340 mL), poured into ice water (680 mL), and stirred for 1 hour. The crystalline precipitate was isolated by filtration, and washed with mixture of ethyl acetate:n-hexane=1:1. The crystalline precipitate was dried under reduced pressure, and 55.4 g the subject compound was prepared as pale yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329913B2
Source datasetuspto-grants-2012_12
ORD IDord-152712060b5e4a6684cef2a4e291390a
Source noteuspto-grants-2012_12