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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628668Generated: October 29, 2026

tert-butyl N-(4-aminobutyl)carbamate → 558446-23-4

https://huagongshe.com/reaction/628668

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl N-(4-aminobutyl)carbamateHCID 4351—
ReactantSodium borohydrideHCID 4311764—
Reactant6,7-Dihydro-5H-quinoline-8-oneHCID 11744777—
CatalystAcetic AcidHCID 176—
SolventEthanolHCID 702—
Product558446-23-4HCID 42609132—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 6,7-dihydroquinolin-8(5H)-one (2.0 g, 13.6 mmol) in ethanol (15 mL) was added concentrated acetic acid (5 drops), tert-butyl 4-aminobutylcarbamate (2.7 g, 14.3 mmol) and 4 Å molecular sieves. The reaction mixture was heated at 150° C. in microwave reactor for 10 min. The mixture was cooled to room temperature and NaBH4 (0.8 g, 20.4 mmol) was added all at once. The crude reaction mixture was absorbed onto silica gel and the product purified by silica gel chromatography (0% to 10% methanol/CH2Cl2) to afford the desired product: ESI+ MS: m/z (rel intensity) 320.2 (100, [M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09314468B2
Source datasetuspto-grants-2016_04
ORD IDord-3cf29a4ea91c4159998dc3b7445900e6
Source noteuspto-grants-2016_04