HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl methoxyacetate → 3-(4-Benzyloxy-3-methyl-phenyl)-3-hydroxy-2-methoxy-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl methoxyacetate | HCID 80507 | — |
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | 4-(Benzyloxy)-3-methylbenzaldehyde | HCID 20298646 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(4-Benzyloxy-3-methyl-phenyl)-3-hydroxy-2-methoxy-propionic acid ethyl ester | HCID 69422422 | — |
Reaction Steps
To a solution of NaHMDS (1.1 eq) in dry THF at −78° C. a mixture of 4-Benzyloxy-3-methyl-benzaldehyde (1 eq) and Methoxy-acetic acid methyl ester (1.25 eq) in THF were added dropwise and the mixture reaction at this temperature over 1.5 hours. Then the reaction was quenched with HCl 3N and allowed to rise room temperature. Washed with brine and extracted with ether. The organic layer was dried and concentrated to dryness to give after chromatography in silica gel the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07192982B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-00b484fca49049ea8832d6e65f416fdc |
| Source note | uspto-grants-2007_03 |