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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642184Generated: October 30, 2026

4-(Benzyloxy)benzoic acid → HCID 11566766, compound

https://huagongshe.com/reaction/642184

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Benzyloxy)benzoic acidHCID 73880—
ReactantCarbodiimideHCID 160435—
Reactant(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidineHCID 853152—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 11566766HCID 11566766—

Reaction Steps

To a suspension of 4-benzyloxybenzoic acid (116 mg, 0.51 mmol) and PS-carbodiimide (500 mg, 0.66 mmol, 1.32 mmol/g) in 5% DMF in CH2Cl2 (5 mL) is added (S)(+)-1-(2-pyrrolidinylmethyl)pyrrolidine (80 mg, 0.51 mmol). The mixture is stirred at room temperature for 3 days. The reaction mixture is filtered, and the resin is washed with CH2Cl2. The filtrate is concentrated and applied to silica-gel column chromatography (in CH2Cl2 followed by 5% 2M NH3 in MeOH/CH2Cl2) to give the product. 62.7 mg (34%): Observed mass: 365 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696234B2
Source datasetuspto-grants-2010_04
ORD IDord-c9dddc1033d148b2bc50ad1db04c7177
Source noteuspto-grants-2010_04