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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1496989Generated: October 30, 2026

tert-Butyl methyl ether → HCID 117600279, compound

https://huagongshe.com/reaction/1496989

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl methyl etherHCID 15413—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Methyl-1,3,4-oxadiazoleHCID 558447—
Reactant3-Bromo-5-(trifluoromethyl)benzaldehydeHCID 16115438—
SolventTetrahydrofuranHCID 8028—
ProductHCID 117600279HCID 117600279—

Reaction Steps

2.79 g (33.2 mmol) of 2-methyl-1,3,4-oxadiazole are dissolved in 45 ml THF at −5° C., 33.2 mmol (25.54 ml) of isopropyl magnesium chloride-lithium chloride complex are added during 20 minutes while the temperature is kept <0° C. The mixture is kept at 0° C. for 30 minutes, then 0.8 Eq (6.7 g) of 3-Bromo-5-trifluoromethyl-benzaldehyde are added and the resulting mixture is allowed to reach RT and stirred for additional 60 minutes. The reaction is then stopped by the addition of 10 ml saturated NH4Cl solution. 50 ml MTBE are added, the organic phase is separated, washed with brine and dried over MgSO4. The solvent is removed in vacuo and the crude material (9 g) is used without further purification in the next step:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199947B2
Source datasetuspto-grants-2015_12
ORD IDord-c739b3feb479468aab6b76fc13d2cde0
Source noteuspto-grants-2015_12