HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → t-butyl [N-benzyloxycarbonyl-4-piperidinyloxy]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | Benzyl 4-Hydroxy-1-piperidinecarboxylate | HCID 2794620 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | t-butyl [N-benzyloxycarbonyl-4-piperidinyloxy]acetate | HCID 10066408 | — |
Reaction Steps
28 ml of t-butyl bromoacetate and 1.4 g of tetra-n-butylammonium hydrogen sulphate in 10 ml of water are added to a solution of 30.1 g of N-benzyloxycarbonyl-4-hydroxy-piperidine in 300 ml of toluene. Thereafter, a solution of 125 g of sodium hydroxide in 125 ml of water is added dropwise thereto. After stirring overnight, the organic extracts are separated, dried and concentrated. After drying there are obtained 34.1 g of N-benzyloxycarbonyl-4-[(t-butoxy carbonyl) methoxy]-piperidine, Rf =0.76 (ethyl acetate). MS (EI): 293 (M-C4H8)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05378712 |
| Source dataset | uspto-grants-1995_01 |
| ORD ID | ord-7bd6aa6bea2a4855b6e95d5b6c399704 |
| Source note | uspto-grants-1995_01 |