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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390767Generated: October 29, 2026

tert-Butyl methyl ether → 1-(5-Bromo-4-methyl-thiophen-2-yl)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-3-hydroxy-butan-1-one

https://huagongshe.com/reaction/390767

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl methyl etherHCID 15413—
ReactantLithium hydrideHCID 62714—
Reactant1-(3,5-Dichlorophenyl)-2,2,2-trifluoroethan-1-oneHCID 2758231—
Reactant1-(5-Bromo-4-methylthiophen-2-yl)ethan-1-oneHCID 45480353—
SolventTetrahydrofuranHCID 8028—
Product1-(5-Bromo-4-methyl-thiophen-2-yl)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-3-hydroxy-butan-1-oneHCID 86658038111.4%

Reaction Steps

LiH (2.06 g) is added to a solution of 3′,5′-dichloro-2,2,2-trifluoroacetophenone (48.0 g) and 1-(5-bromo-4-methyl-thiophen-2-yl)-ethanone (30.3 g) in THF (1000 ml). After 2 hours at 60° C. MTBE is added (300 ml) and the reaction mixture is poured onto water (500 ml) at 0° C. The organic phase is extracted with water and a saturated aqueous solution of NaCl, dried over Na2SO4 and concentrated in vacuo to yield 71.2 g of 1-(5-bromo-4-methyl-thiophen-2-yl)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-3-hydroxybutan-1-one. The crude product is used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383659B2
Source datasetuspto-grants-2013_02
ORD IDord-69c159e3c01b4a2aa65b81fe1b2c91d9
Source noteuspto-grants-2013_02