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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507999Generated: October 26, 2026

Sodium sulfate decahydrate → {4-[((3-Methylbutyl){4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}amino)methyl]phenyl}methanol

https://huagongshe.com/reaction/507999

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium sulfate decahydrateHCID 62649—
ReactantMethyl 4-[((3-methylbutyl){4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}amino)methyl]benzoateHCID 23157327—
ReactantDiisobutylaluminumhydride tolueneHCID 86583787—
SolventTetrahydrofuranHCID 8028—
Product{4-[((3-Methylbutyl){4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}amino)methyl]phenyl}methanolHCID 2315750075.4%

Reaction Steps

To a solution of methyl 4-[((3-methylbutyl){4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}amino)methyl]benzoate (1.34 g, 2.90 mmol) in tetrahydrofuran (10 mL) was added dropwise 1.0 M diisobutylaluminum hydride toluene solution (6.38 mL, 6.38 mmol) under ice-cooling. The reaction mixture was stirred at room temperature for 2 hr, sodium sulfate decahydrate was added and the mixture was further stirred at room temperature for 1 hr. The insoluble material was filtered off, and the filtrate was concentrated. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90-60/40) to give the title compound (950 mg, yield 75%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786165B2
Source datasetuspto-grants-2010_08
ORD IDord-3b77d3dbc0854d6ebb249426aaa7b994
Source noteuspto-grants-2010_08