HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Benzyloxy)benzoic acid → HCID 11566766, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Benzyloxy)benzoic acid | HCID 73880 | — |
| Reactant | Carbodiimide | HCID 160435 | — |
| Reactant | (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine | HCID 853152 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11566766 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696234B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-c9dddc1033d148b2bc50ad1db04c7177 |
| Source note | uspto-grants-2010_04 |