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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 882476Generated: October 26, 2026

4-(Dimethyl-tert-butylsilyl)oxybutan-1-ol → 2-(2-(3-(4-(Tert-butyldimethylsilyloxy)butoxy)phenoxy)ethyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/882476

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Dimethyl-tert-butylsilyl)oxybutan-1-olHCID 186403—
Reactant2-[2-(3-Hydroxy-phenoxy)-ethyl]-isoindole-1,3-dioneHCID 58027534—
Product2-(2-(3-(4-(Tert-butyldimethylsilyloxy)butoxy)phenoxy)ethyl)isoindoline-1,3-dioneHCID 67316334—

Reaction Steps

Mitsunobu reaction of phenol 24 with 4-(tert-butyldimethylsilanyloxy)butan-1-ol gave 2-(2-(3-(4-(tert-butyldimethylsilyloxy)butoxy)phenoxy)ethyl)isoindoline-1,3-dione as yellow oil. Yield (1.3 g, 78%): 1H NMR (400 MHz, CDCl3) δ 7.84-7.87 (m, 2H), 7.70-7.74 (m, 2H), 7.10-7.14 (m, 1H), 6.42-6.49 (m, 3H), 4.20 (t, J=5.6 Hz, 2H), 4.10 (t, J=5.6 Hz, 2H), 3.92 (t, J=6.6 Hz, 2H), 3.66 (t, J=5.6 Hz, 2H), 1.78-1.86 (m, 2H), 1.61-1.69 (m, 2H), 0.89 (s, 9H), 0.06 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993807B2
Source datasetuspto-grants-2015_03
ORD IDord-bd7a47f96b304dfcaa66cf6a83ee41cf
Source noteuspto-grants-2015_03