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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 617694Generated: October 29, 2026

3-(4-Bromothiophenoxy)propionic acid → 6-Bromo-2,3-dihydro-4H-1-benzothiopyran-4-one

https://huagongshe.com/reaction/617694

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(4-Bromothiophenoxy)propionic acidHCID 16776242—
SolventSulfuric AcidHCID 1118—
Product6-Bromo-2,3-dihydro-4H-1-benzothiopyran-4-oneHCID 1395373657.3%

Reaction Steps

200 mL of concentrated sulfuric acid was added to 27.7 g (0.106 mol) of the title compound of Step A. The mixture was stirred at room temperature under nitrogen overnight, and was then poured over crushed ice. The mixture was filtered, and the solid was dissolved in methylene chloride. The resulting solution was dried (MgSO4), filtered, and evaporated to dryness to yield 14.77 g of the title compound of Step B as a solid melting at 50° C. (dec). 1H NMR (CDCl3): δ3.0 (m,2H), 3.2 (m,2H), 7.16-8.2 (3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05952266
Source datasetuspto-grants-1999_09
ORD IDord-c0a96694de4947318c2af7fe7de6c114
Source noteuspto-grants-1999_09