Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Bromobutyronitrile | HCID 21412 | — |
| Reactant | HCID 22462763 | HCID 22462763 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22462783 | HCID 22462783 | 98% |
Reaction Steps
A mixture of 6-benzyloxy-2-(4-hydroxyphenyl)-3-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophene (Part D), 4-bromobutyronitrile (1.2 mol/mol of phenol), and Cs2CO3 (2 mol/mol of phenol) in DMF (about 10 mL/mmol of phenol) was heated to 80° C. for 3 h, poured into 4 volumes of water and extracted with EtOAc. After drying (K2CO3) and evaporation, the title compound was obtained as a foam in 98% yield following MPLC (SiO2; 0.5% in CHCl3 sat'd with NH4OH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06391901B1 |
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| Source dataset | uspto-grants-2002_05 |
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| ORD ID | ord-0e93456421824f3fbf10993a2e155509 |
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| Source note | uspto-grants-2002_05 |
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