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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85327Generated: October 25, 2026

Water → 4-[(3-Benzyloxyphenyl)butylamino]-1-butanol

https://huagongshe.com/reaction/85327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Butanol, 4-(butylamino)-HCID 20669—
Reactant1-(Benzyloxy)-3-bromobenzeneHCID 2756638—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
SolventChloroformHCID 6212—
Solvent1,4-DioxaneHCID 31275—
Product4-[(3-Benzyloxyphenyl)butylamino]-1-butanolHCID 6800900034.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

In 75 ml of dioxane were dissolved 5.19 g (19.7 mmol) of 3-benzyloxybromobenzene and 3.72 g (25.6 mmol) of 4-butylamino-1-butanol. To this mixture was added 5.89 g (29.5 mmol) of potassium hexamethyldisilazide and the mixture was stirred with heating at 100° C. for 22 hours. After the reaction mixture was poured into 200 ml of water, extraction with chloroform, washing with a saturated saline solution, drying over anhydrous sodium sulfate, and concentration were performed. The residue was purified by silica gel column chromatography to give 2.22 g of a light brown oily matter (yield: 34.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846955B2
Source datasetuspto-grants-2014_09
ORD IDord-c1da05f9c2d74ed5a63915189ce9ab7f
Source noteuspto-grants-2014_09