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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098894Generated: October 26, 2026

3,4-dihydro-2H-pyran → 4-Bromo-3-(tetrahydro-2H-pyran-2-yloxy)benzoic acid 4-bromo-3-(tetrahydro-2H-pyran-2-yloxy)benzoic acid

https://huagongshe.com/reaction/2098894

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant4-Bromo-3-hydroxybenzoic acidHCID 6420973—
SolventDichloromethaneHCID 6344—
Product4-Bromo-3-(tetrahydro-2H-pyran-2-yloxy)benzoic acid 4-bromo-3-(tetrahydro-2H-pyran-2-yloxy)benzoic acidHCID 67429525—

Reaction Steps

To solution of 4-bromo-3-hydroxybenzoic acid (G.1) (available from Combi-Blocks Inc.) (2.50 g, 115 mmol) in DCM (100 mL) at 23° C., was added 3,4-dihydro-2H-pyran (2.10 mL, 23.0 mmol) followed by PPTS (0.289 g, 1.15 mmol). The reaction gave a mixture of bis THP protected compound and G.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450522B2
Source datasetuspto-grants-2013_05
ORD IDord-4da92d7af57d429aa4a30f0770752302
Source noteuspto-grants-2013_05