HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-4-fluorobenzaldehyde → HCID 57445089, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-4-fluorobenzaldehyde | HCID 2773319 | — |
| Reactant | HCID 178419673 | HCID 178419673 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57445089 | HCID 57445089 | 511.7% |
Reaction Steps
Add (1,3-dioxan-2-ylethyl)magnesium bromide (0.5 M in THF, 40 mL, 20 mmol) to a solution of 2-bromo-4-fluoro-benzaldehyde (3 g, 15 mmol) in THF (20 mL) at 0° C. under N2. Continue to stir the mixture for 48 h at RT. Quench the reaction mixture with 1 N HCl, followed by the basification with diluted ammonium hydroxide to ˜pH 9. Extract the product with chloroform/IPA (3/1). Dry the organic layer over sodium sulfate. Concentrate the solution in vacuo. Purify by column chromatography (10% methanol in DCM) to give the title compound as a yellow oil (24.5 g, 95%). MS (ES) m/z 319/321 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063035B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-32522a0d94ab4d5095da2f356ffad27e |
| Source note | uspto-grants-2011_11 |