HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 57835837, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | HCID 57835885 | HCID 57835885 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57835837 | HCID 57835837 | — |
Reaction Steps
To a solution of 2-(4-(benzyloxy)benzyl)-5-methyloxazole (M5.2) (3.23 mmol) in THF (25 mL) at −78° C., was added dropwise LDA (4.5 mmol). The mixture was stirred for 18 minutes, followed by addition of ethyl bromoacetate (4.5 mmol). It was allowed to warm to room temperature for 3 hours, followed by addition of water, which was extracted with EtOAc. The extract was washed with brine and dried over Na2SO4 using standard work up conditions. Column chromatography (1/3 EtOAc/hexane) of the residue afforded compound M5.3. MS ESI (pos.) m/e: 366 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687526B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-8b4f0e03262e4f559e77b3d761e9f246 |
| Source note | uspto-grants-2010_03 |