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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508621Generated: October 30, 2026

Phthalimide → HCID 67976175, compound

https://huagongshe.com/reaction/508621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 67974807HCID 67974807—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67976175HCID 67976175392.1%

Reaction Steps

To a solution of alcohol 18c (0.1 g, 0.27 mmol), PPh3 (0.11 g, 0.40 mmol), and phthalimide (60 mg, 0.40 mmol) in 5 mL of THF was added dropwise DIAD (54 mg, 0.27 mmol) at room temperature. The reaction mixture was stirred overnight. The solvent was evaporated, and the resulting solid was recrystallized from methanol to afford 0.53 g (87%) of the title compound as a white solid. 1H NMR (300 MHz, CDCl3): δ 7.84-7.76 (m, 1H), 7.70-7.65 (m, 1H), 7.34 (d, J=8.76 Hz, 1H), 7.11 (d, J=7.89 Hz, 1H), 7.00 (d, J=8.15 Hz, 1H), 6.33 (s, 1H), 4.96 (s, 1H), 3.85 (t, J=6.96, 6.96 Hz, 1H), 2.80 (t, J=7.47, 7.47 Hz, 1H), 2.35 (s, 1H), 2.24-2.13 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096532B2
Source datasetuspto-grants-2015_08
ORD IDord-b0a4ffe30b054e35adad95be4877c047
Source noteuspto-grants-2015_08