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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524392Generated: October 31, 2026

Tetrahydro-4H-pyran-4-ol → HCID 68182400, compound

https://huagongshe.com/reaction/524392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydro-4H-pyran-4-olHCID 74956—
ReactantHCID 86669538HCID 86669538—
CatalystAcetic acid, rhodium salt (4:2)HCID 423677—
SolventDichloromethaneHCID 6344—
ProductHCID 68182400HCID 6818240083.4%

Reaction Conditions

Temperature25 °C

Reaction Steps

Methyl 2-diazo-2-(4-tetrahydropyran-4-ylsulfonylphenyl)acetate (4.0 g, 12.34 mmol) was dissolved in DCM (40 mL) under argon atmosphere. To this solution, 4-hydroxy tetrahydropyran (1.5 g, 14.8 mmol) was added followed by rhodium (II) acetate dimer (0.109 g, 0.24 mmol). Mixture was stirred at 25° C. for 30 min. Reaction mixture was diluted with DCM (10 mL), organic layer was washed with water followed by brine solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a crude product as methyl 2-tetrahydropyran-4-yloxy-2-(4-tetrahydropyran-4-ylsulfonylphenyl)acetate (4.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340506B2
Source datasetuspto-grants-2016_05
ORD IDord-f05c17e3448a4328a9e6e2a502d01ffe
Source noteuspto-grants-2016_05