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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848799Generated: October 30, 2026

Lithium hydroxide, monohydrate → 2',6'-Dimethyl-4'-(3-(methylsulfonyl)propoxy)biphenyl-3-carbaldehyde

https://huagongshe.com/reaction/1848799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
Reactant3-Formylphenylboronic acidHCID 2734356—
Reactant2-Bromo-1,3-dimethyl-5-[3-(methylsulfonyl)propoxy]benzeneHCID 70926935—
CatalystPalladium ChlorideHCID 24290—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
Product2',6'-Dimethyl-4'-(3-(methylsulfonyl)propoxy)biphenyl-3-carbaldehydeHCID 5934260294%

Reaction Conditions

Temperature60 °C

Reaction Steps

2-Bromo-1,3-dimethyl-5-[3-(methylsulfonyl)propoxy]benzene (1.0 g), 3-formylphenylboronic acid (0.49 g, 1.05 eq), LiOH.H2O (0.26 g, 2.0 eq), palladium chloride (11 mg, 2 mol %) and 2-(dicyclohexylphosphino)biphenyl (44 mg, 4 mol %) were charged in a reaction container, and N,N-dimethylacetamide (10 mL) and water (5 mL) were added thereto. After nitrogen substitution, the mixture was stirred at 60° C. for 3 hr. The obtained reaction mixture was analyzed by high performance liquid chromatography to find the title compound (94.0% peak area).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952185B2
Source datasetuspto-grants-2015_02
ORD IDord-f547e9976e5841fcb4d9638ac0d3dfa0
Source noteuspto-grants-2015_02