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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855320Generated: October 26, 2026

Phenol → N-butyl-N-(3-phenoxypropyl)butan-1-amine

https://huagongshe.com/reaction/1855320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantSodium HydroxideHCID 14798—
Reactant1-Dibutylamino-3-chloropropane hydrochlorideHCID 22595053—
SolventWaterHCID 962—
ProductN-butyl-N-(3-phenoxypropyl)butan-1-amineHCID 526210191.4%

Reaction Steps

The process is performed in the same manner as previously (Example 13), starting with 138 g (1.466 mol; 1.15 eq.) of phenol, 109.5 g (2.738 mol; 2.15 eq.) of NaOH, 530 ml of distilled water and 308.9 g (1.275 mol; 1 eq.) of N-(3-chloropropyl)-N,N-dibutylamine hydrochloride. The mixture is refluxed for 16 hours. The oil formed is separated out by settling and washed with 500 ml of water and then diluted with 500 ml of MTBE and washed with 500 ml of 2% HCl. The MTBE phase is concentrated under vacuum and the oil is dried by azeotropic distillation with DCM. 307.1 g of the crude derivative N,N-dibutyl-N-(3-phenoxypropyl)amine are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962869B2
Source datasetuspto-grants-2015_02
ORD IDord-cededdaf22534e1cb4d123dcd746a4ca
Source noteuspto-grants-2015_02