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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771446Generated: November 3, 2026

Sulfuric Acid → HCID 131734656, compound

https://huagongshe.com/reaction/1771446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 131734657HCID 131734657—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 131734656HCID 131734656—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of (3R)-ethyl 5bromo-3-methylisochroman-1-carboxylate (2.0 g, 5.95 mmol) in dioxane (50 ml) and water (10 ml) was added KOH (1.37 g, 35.7 mmol), tetramethyl dit-butyl XPhos (0.28 g, 0.06 mmol) and Pd2(dba)3 (0.06 g, 0.06 mmol) at room temperature. Then, reaction mixture was degassed three times with N2 and stirred at 100° C. for 16 h. The reaction mixture was quenched with MeOH and concentrated under reduced pressure to afford crude compound. The crude was dissolved in EtOH (80 ml) added H2SO4 (1.0 ml) then stirred at 80° C. for 5 h. The solvent was removed by evaporation to get the crude compound. The title compound was purified by separation methods A and E. (Yield 100 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249127B2
Source datasetuspto-grants-2016_02
ORD IDord-b564badd37f24870b59340c04e7db103
Source noteuspto-grants-2016_02