HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → 4-(4-Hydroxymethyl-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Ethyl 2-(4-(tert-butoxycarbonyl)piperazin-1-YL)thiazole-4-carboxylate | HCID 53418800 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(4-Hydroxymethyl-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester | HCID 57423798 | — |
Reaction Steps
A solution of 4-(4-ethoxycarbonyl-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester (1.15 g, 3.37 mmol) in THF (15 mL) at 0° C. was treated with LiAlH4 (128 mg, 1 eq.). The mixture was stirred for 1 hour, then the reaction was quenched with 2 N NaOH solution. The solid was filtered off through a pad of celite and washed with EtOAc (100 mL). The filtrate was washed with water and dried over Na2SO4. Removal of the solvent afforded the desired product as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975258B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-d4a51aa455704b1b93b2dd5d1e6e67e1 |
| Source note | uspto-grants-2015_03 |