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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1830787Generated: October 31, 2026

Phthalimide → HCID 22046405, compound

https://huagongshe.com/reaction/1830787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactant3-Methoxy-4-nitrobenzyl alcoholHCID 602961—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22046405HCID 2204640581%

Reaction Steps

To a 250 mL round bottomed flask containing 10 g (55 mmol) of 4-nitro-3-methoxybenzyl alcohol in 150 mL THF was added, diethylazodiacarboxylate (8.03 g, 54.6 mmol, 1 eq.) and triphenylphosphine (15.0 g, 57.3 mmol) followed by 11.6 g of phthalimide (57.3 mmol) at 0° C. Reaction was then allowed to gradually warm to room temperature over night. A white precipitate formed and was collected by suction filtration. Recrystallization from acetonitrile gave 13.8 g (81%) of the desired product. 1H NMR (400 MHz, d6-DMSO): δ7.79 (m, 5H), 7.19 (s, 1H), 7.08 (d, J=8.80 Hz, 1H), 4.91 (s, 2H), 3.87 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067506B2
Source datasetuspto-grants-2006_06
ORD IDord-fbc2a5d9ae534214a955ff049a7f9504
Source noteuspto-grants-2006_06