HuagongsheHuagongshe Chemistry Print Report · For research reference only
o-Fluorobenzaldehyde → HCID 89650132, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | o-Fluorobenzaldehyde | HCID 67970 | — |
| Reactant | N-(tert-Butoxycarbonyl)-N-methyl-2-aminoethanol | HCID 545700 | — |
| Reactant | HCID 178418922 | HCID 178418922 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 89650132 | HCID 89650132 | 29% |
Reaction Steps
tBuOK (2.69 g; 24 mmol; 1.2 eq.) was added portionwise to a solution of (2-hydroxy-ethyl)-methyl-carbamic acid tert-butyl ester (3.5 g; 20 mmol; 1 eq.) and 2-fluoro-benzaldehyde (2.97 g; 24 mmol; 1.2 eq.) in 1,4-dioxane (30 mL) and the reaction mixture was stirred at room temperature for 20 minutes. After dilution with EA, the solution was washed with water (2×) then brine, dried over magnesium sulfate and concentrated in vacuo. Purification by column chromatography (15% to 50% EA in cyclohexane) afforded the title compound (1.6 g, 29%) as a colourless oil. HPLC (max plot) 89.3%; Rt 4.21 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403835B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-74e1ba7003e5409391903cea7c45a5f8 |
| Source note | uspto-grants-2016_08 |