HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromoethanol → HCID 18772255, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Ethyl 7-hydroxychromane-2-carboxylate | HCID 11085381 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18772255 | HCID 18772255 | 65.4% |
Reaction Steps
To a 60 ml dichloromethane solution of ethyl 7-hydroxychromane-2-carboxylate (1.32 g, 5.9 mmol), 2-bromoethanol (0.84 ml, 11.9 mmol), and triphenylphosphine (3.12 g, 11.9 mmol) was added diisopropyl azodicarboxylate (2.34 ml, 11.9 mmol) dropwise upon cooling in an ice-water bath. After stirring at rt overnight, the solvent was removed under reduced pressure, and the residue was chromatographed on silica gel eluting with 10% AcOEt/hexanes to give the title compound 1.27 g (65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06645997B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-17da8f6b1cf44914bff93a28d7124d5d |
| Source note | uspto-grants-2003_11 |