Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43684Generated: October 29, 2026

1,2-Dichloroethane → tert-Butyl cis(+/-)-4-(benzylamino)-[(2E)-2-buten-1-yloxy]piperidine-1-carboxylate

https://huagongshe.com/reaction/43684

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantBenzylamineHCID 7504—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactanttert-Butyl 3-[(2E)-2-buten-1-yloxy]-4-oxopiperidine-1-carboxylateHCID 67548695—
Producttert-Butyl cis(+/-)-4-(benzylamino)-[(2E)-2-buten-1-yloxy]piperidine-1-carboxylateHCID 8664862399%

Reaction Steps

The same operation as in Example (90c) was performed using tert-butyl 3-[(2E)-2-buten-1-yloxy]-4-oxopiperidine-1-carboxylate obtained in Example (119b) (5 g, 16 mmol), benzylamine (2.04 g, 19 mmol), sodium (triacetoxy)borohydride (7.41 g, 35 mmol) and 1,2-dichloroethane (50 mL). The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=4/1, 1/1, 1/3, 0/1) to obtain 5.74 g of the title compound as a colorless solid (99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-1478f796eba04961951eebd0f4c3c6e7
Source noteuspto-grants-2013_09