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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068181Generated: November 2, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → (5R)-5-(hydroxymethyl)-4-oxaspiro[2.4]heptane

https://huagongshe.com/reaction/2068181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant(5R)-5-((tetrahydro-2H-pyran-2-yloxy)methyl)-4-oxaspiro[2.4]heptaneHCID 67296659—
SolventMethanolHCID 887—
Product(5R)-5-(hydroxymethyl)-4-oxaspiro[2.4]heptaneHCID 6729675889.4%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a mixture of (5R)-5-((tetrahydro-2H-pyran-2-yloxy)methyl)-4-oxaspiro[2.4]heptane (101 mg, 0.48 mmol) in 5 mL of MeOH was added PPTS (12.1 mg, 0.048 mol, Aldrich) at room temperature. The reaction mixture was stirred at 40° C. overnight and then concentrated in vacuo. The residue was purified by a silica gel column chromatography (CH2Cl2) to give the title compound as colorless oil (55 mg, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293897B2
Source datasetuspto-grants-2012_10
ORD IDord-a361cd92d57e40c9b310207db7b7d707
Source noteuspto-grants-2012_10