Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Triethyl phosphite | HCID 31215 | — |
| Reactant | HCID 58679079 | HCID 58679079 | — |
| Solvent | Mesitylene | HCID 7947 | — |
| Product | HCID 58679085 | HCID 58679085 | 47.2% |
Reaction Steps
To a solution of methyl (E)-5-[2-(2,4-bisbenzyloxyphenyl)vinyl]-4-nitrothiophene-2-carboxylate (3.08 g, 6.13 mmol) in mesitylene (15 ml) was added triethyl phosphite (3.15 ml, 18.4 mmol), and the mixture was stirred at 160° C. for 43 hr. The reaction mixture was allowed to cool to room temperature, and ethyl acetate (50 ml) was added. The organic layer was washed successively with 1N hydrochloric acid (30 ml), water (30 ml×2) and saturated brine (20 ml), and dried over sodium sulfate. After filtration and concentration, isopropyl alcohol (20 ml) was added to the obtained residue and the precipitated solid was collected by filtration. The solid was washed with isopropyl alcohol (10 ml×3) to give methyl 5-(2,4-bisbenzyloxyphenyl)-4H-thieno[3,2-b]pyrrole-2-carboxylate (1.36 g, yield 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07659263B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-5f7438850e1b49bd8a4e2cea71d7e3cd |
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| Source note | uspto-grants-2010_02 |
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