HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromoacetate → HCID 70045577, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | HCID 19380959 | HCID 19380959 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70045577 | HCID 70045577 | 93.2% |
Reaction Conditions
| Temperature | -20 °C |
|---|
Reaction Steps
To a stirred solution of 36a (340 mg, 1.1 mmol) in THF (10 mL) at -78° C. was added NaN(TMS)2 (1.0M in THF, 1.1 mL). After 15 minutes ethyl bromoacetate (250 uL, 2.2 mmol) was added and the reaction mixture to warm to -20° C. After 2 hours the reaction was quenched with HOAc (0.1 mL) and then concentrated. Flash chromatography (silica gel, 50% ethyl acetate/hexanes) gave 37a (380 mg, 90%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05455243 |
| Source dataset | uspto-grants-1995_10 |
| ORD ID | ord-821100a5724343339ccf24c710f6329d |
| Source note | uspto-grants-1995_10 |