Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | HCID 67704692 | HCID 67704692 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67704729 | HCID 67704729 | 42.4% |
Reaction Steps
364 milligrams triethylamine was added to a solution containing 1.5 grams cis-4-nitrophenyl-3-[[6-[(5-fluoro-2-benzothiazolyl)methoxy]-3,4-dihydro-4-hydroxy-2H-1-benzopyran-3-yl]methyl]benzoate in tetrahydrofuran at 0° C. After stirring for 5 minutes at 0° C., a solution of isobutylchloroformate in 5 milliliters of tetrahydrofuran was added dropwise. After stirring at 1° C. for 15 minutes, 364 milligrams anhydrous dimethylamine was bubbled into the reaction mixture for 1-2 minutes. The reaction mixture was allowed to warm to room temperature and the volatiles were evaporated. The residue was purified by chromatography on silica gel eluting with methylene dichloride/ethyl acetate to give 535 mg of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05384318 |
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| Source dataset | uspto-grants-1995_01 |
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| ORD ID | ord-cd5b94b6a20f47f5aa2a83c780cffcad |
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| Source note | uspto-grants-1995_01 |
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