HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969381Generated: October 31, 2026
Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → (5R)-5-(hydroxymethyl)-4-oxaspiro[2.4]heptane
https://huagongshe.com/reaction/1969381
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | (5R)-5-((tetrahydro-2H-pyran-2-yloxy)methyl)-4-oxaspiro[2.4]heptane | HCID 67296659 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (5R)-5-(hydroxymethyl)-4-oxaspiro[2.4]heptane | HCID 67296758 | 89.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08426585B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-787f81dee46d4995b0521261d366c0af |
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| Source note | uspto-grants-2013_04 |
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