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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74416Generated: October 26, 2026

Tetrahydropyran-2-methanol → 2-(3-(3-((tetrahydro-2H-pyran-2-yl)methoxy)phenyl)propyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/74416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydropyran-2-methanolHCID 7524—
Reactant2-[3-(3-Hydroxyphenyl)propyl]isoindole-1,3-dioneHCID 58027542—
Product2-(3-(3-((tetrahydro-2H-pyran-2-yl)methoxy)phenyl)propyl)isoindoline-1,3-dioneHCID 67316759—

Reaction Steps

Mitsunobu reaction of phenol 58 with (tetrahydro-2H-pyran-2-yl)methanol gave 2-(3-(3-((tetrahydro-2H-pyran-2-yl)methoxy)phenyl)propyl)isoindoline-1,3-dione as yellow oil. Yield (0.2 g, 18%): 1H NMR (400 MHz, CDCl3) δ 7.81-7.84 (m, 2H), 7.69-7.72 (m, 2H), 7.12-7.16 (m, 1H), 6.76-6.79 (m, 2H), 6.81 (s, 1H), 6.69 (d, J=8.8 Hz, 1H), 4.17 (d, J=6.2 Hz, 2H), 3.76 (t, J=7.2 Hz, 2H), 3.60-3.66 (m, 1H), 3.44-3.52 (m, 2H), 2.69 (t, J=8.0 Hz, 2H), 1.98-2.06 (m, 2H), 1.86-1.92 (m, 2H), 1.60-1.72 (m, 2H), 1.24-1.40 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829244B2
Source datasetuspto-grants-2014_09
ORD IDord-f4712af72d26443db2310b5183640916
Source noteuspto-grants-2014_09