Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 19002293 | HCID 19002293 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 19002304 | HCID 19002304 | — |
Reaction Steps
To compound 27 (50 mg, 0.12 mmol ) in anhydrous ether (0.63 mL) at -78° C. under argon was added n-BuLi (1.6M in hexanes, 0.12 mL, 0.19 mmol) and the mixture was stirred at -78° C. (20 minutes). A solution of ethyl formate, 1M in ether (0.25 mmol, 2 eq.) was added and the mixture stirred (0.5 hours at -78° C.). Saturated aqueous NH4Cl (1 mL) was added and the mixture warmed to ambient temperature and extracted with ether (3×1 mL). The combined extracts were dried (MgSO4) and taken to dryness under reduced pressure, affording 43 mg of crude 28, however, contaminated with starting material 27.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05475129 |
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| Source dataset | uspto-grants-1995_12 |
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| ORD ID | ord-b2ad3d6000ae4755be7bd5ea5936a4b7 |
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| Source note | uspto-grants-1995_12 |
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