HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 2-(4-(benzyloxy)-2-formylphenoxy)-2-methylpropanoate → 2-(4-Hydroxy-2-hydroxymethylphenoxy)-2-methylpropionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 2-(4-(benzyloxy)-2-formylphenoxy)-2-methylpropanoate | HCID 53421768 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(4-Hydroxy-2-hydroxymethylphenoxy)-2-methylpropionic acid ethyl ester | HCID 23590010 | 84.5% |
Reaction Steps
2-(4-Benzyloxy-2-formyl-phenoxy)-2-methyl-propionic acid ethyl ester (185 g, 540 mmol) in ethanol (700 mL) was treated with 10% Pd/C (205 g) and hydrogen (60 psi) at 50° C. for 2 d. The mixture was filtered through Celite, washed with ethanol (1.5 L), and concentrated. The residue was recrystallized from EtOAc/hexanes to give the title compound (116 g). 1H NMR (400 MHz, CDCl3) δ 1.26 (t, 3H, J=7.3 Hz), 1.52 (s, 6H), 2.14 (s, 3H), 4.23 (q, 2H, J=7.3 Hz), 4.59 (brs, 2H), 6.61-6.68 (m, 2H), 6.77 (d, 1H, J=2.8 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07282501B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-775d1cd476cf494db460cff21a98fa43 |
| Source note | uspto-grants-2007_10 |