HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → (4-(Pyridin-2-ylmethoxy)-phenyl)-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Methyl 4-(pyridin-2-ylmethoxy)benzoate | HCID 2416604 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Water | HCID 962 | — |
| Product | (4-(Pyridin-2-ylmethoxy)-phenyl)-methanol | HCID 28561511 | 36.9% |
Reaction Steps
To a solution of THF (50 mL) of 4-(pyridin-2-ylmethoxy)-benzoic acid methyl ester (4.9 g) described in Manufacturing Example 25-1 was added LAH (1.0 g) at 0° C., which was stirred for 20 minutes at room temperature. Water was added to the reaction solution, which was extracted with ethyl acetate. The organic layer was concentrated and purified by silica gel chromatography (heptane:ethyl acetate=1:1, then ethyl acetate) to obtain the titled compound (1.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183264B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-f80c8da52b65448691665c7f621441da |
| Source note | uspto-grants-2012_05 |