HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 86619737, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | Spiro[indole-3,4'-oxan]-2(1H)-one | HCID 39240582 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86619737 | HCID 86619737 | — |
Reaction Steps
Sodium hydride (8.00 mg of a 60% dispersion in mineral oil, 0.207 mmol) was added to a solution of 2′,3′,5′,6′-tetrahydrospiro[indole-3,4′-pyran]-2(1H)-one from Step A (35.0 mg, 0.172 mmol) in DMF (1 mL) at 0° C. After 1 hr, tert-butyl bromoacetate (0.280 mL, 0.189 mmol) was added and the reaction warmed to ambient temperature. After 18 h, the reaction was partitioned between CH2Cl2 (10 mL) and saturated NH4Cl (10 mL). The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to give the title compound. MS: m/z=318 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173655B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-f016b5247c344017905fa0fd380c8a35 |
| Source note | uspto-grants-2012_05 |