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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105067Generated: October 30, 2026

Sulfuric Acid → 6-Bromo-1,1-dimethyl-1,3-dihydro-2-benzofuran

https://huagongshe.com/reaction/2105067

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant2-(5-Bromo-2-(hydroxymethyl)phenyl)propan-2-olHCID 57803604—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product6-Bromo-1,1-dimethyl-1,3-dihydro-2-benzofuranHCID 5780384286.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

H2SO4 (0.4 mL conc, 1.6 mL H2O) was added to a solution of Intermediate 388.1 (0.25 g, 1.02 mmol) in dioxane (2 mL). The mixture was stirred at 60° C., diluted with H2O (10 mL), extracted with hexanes (2×25 mL). The organics were combined, washed with brine, dried (Na2SO4) and concentrated to yield 200 mg of Intermediate 388.2 as a clear oil. 1H NMR (400 MHz, CDCl3) δ ppm 1.47 (s, 6H) 5.01 (s, 2H) 6.98 (m, 1H) 7.32 (m, 1H) 7.37 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576098B2
Source datasetuspto-grants-2009_08
ORD IDord-1d7ffb09ee264047859fe3979de67bf3
Source noteuspto-grants-2009_08