HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Iodobenzyl alcohol → 2-{4-[3-(4-Hydroxymethyl-phenyl)-prop-2-ynyloxy]-phenoxymethyl}-pyrrolidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Iodobenzyl alcohol | HCID 29012 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 2-(4-Prop-2-ynyloxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 86619656 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-{4-[3-(4-Hydroxymethyl-phenyl)-prop-2-ynyloxy]-phenoxymethyl}-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 68429722 | 20.5% |
Reaction Steps
General procedure A was followed using the product from step 3 Example 1 (266 mg, 1.0546 mmol), p-iodobenzylalcohol (156.5 mg, 0.669 mmol), PdCl2 (2.5 mg, 0.014 mmol), pyrrolidine (0.277 mL, 3.34 mmol), water (0.844 mL) to give the title compound (60 mg, 20.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728032B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-98f3564561be419fbc072cf9e881ed13 |
| Source note | uspto-grants-2010_06 |