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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771016Generated: October 31, 2026

Aluminum → (betaR,gammaR)-gamma-ethyl-N,N,beta-trimethyl-3-(phenylmethoxy)benzenepropanamine

https://huagongshe.com/reaction/1771016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminumHCID 5359268—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant(alphaR,betaR)-beta-ethyl-N,N,alpha-trimethyl-3-(phenylmethoxy)benzenepropanamideHCID 60164737—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product(betaR,gammaR)-gamma-ethyl-N,N,beta-trimethyl-3-(phenylmethoxy)benzenepropanamineHCID 6016484590%

Reaction Steps

Lithium aluminum tetrahydride (730 mg, 20 mmol) was suspended in tetrahydrofuran (10 ml), the product of Example 5 (3.2 g, 10 mmol) was dissolved in toluene, cooled in an ice-water bath, the solution of red aluminum in toluene (9 mL, 30 mmol) was added dropwise, the reaction was carried out for 2 hours and then quenched by adding 10% NaOH aqueous solution. After the reaction solution was separated, the organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated to give a pale yellow oil 2.8 g, yield: 90%. The HNMR spectrum data is the same as that in Example 6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249084B2
Source datasetuspto-grants-2016_02
ORD IDord-f5077149cbb74c7d956aa00e45121a29
Source noteuspto-grants-2016_02