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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594434Generated: October 31, 2026

Water → Methyl 3-(4-phthalimidobutoxy)benzoate

https://huagongshe.com/reaction/1594434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3-HydroxybenzoateHCID 88068—
ReactantN-(4-Bromobutyl)phthalimideHCID 93575—
SolventAcetonitrileHCID 6342—
ProductMethyl 3-(4-phthalimidobutoxy)benzoateHCID 5867855394.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

Methyl 3-hydroxybenzoate (3.0 g, 19.7 mmol) was dissolved in 50 mL of acetonitrile and K2CO3 (3.27 g, 23.7 mmol) was added. The resulting mixture was reacted with N-(4-bromobutyl)phthalimide (6.68 g, 23.7 mmol) and KI (3.93 g, 23.7 mmol) and stirred overnight at 70° C. Following the addition of water, the resulting mixture was extracted with chloroform. The organic layer was washed with brine. The organic layer was dried with sodium sulfate and then concentrated under reduced pressure, followed by recrystallization with n-hexane/ethyl acetate to give a white crystal (6.60 g, 94.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07301033B2
Source datasetuspto-grants-2007_11
ORD IDord-990e84470de34c049ff2ecedc9faced3
Source noteuspto-grants-2007_11