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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1708967Generated: November 1, 2026

Hydrochloric Acid → 2-Thiophenemethanamine, N,N-dimethyl-alpha-ethyl-alpha-(3-(3,4,5-trimethoxyphenyl)propyl)-

https://huagongshe.com/reaction/1708967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantFormaldehydeHCID 712—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant1-ethyl-4-(3,4,5-trimethoxyphenyl)-1-(2-thienyl)-N-methylbutylamineHCID 10642479—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
Product2-Thiophenemethanamine, N,N-dimethyl-alpha-ethyl-alpha-(3-(3,4,5-trimethoxyphenyl)propyl)-HCID 307832179.3%

Reaction Steps

1.7 g of 1-ethyl-4-(3,4,5-trimethoxyphenyl)-1-(2-thienyl)-N-methylbutylamine are dissolved in 15 ml of acetonitrile. 1.5 ml of 35% formalin and 0.59 g of sodium cyanoborohydride are added to the solution, and the mixture is adjusted to pH 6.5 with methanol containing hydrogen chloride and stirred at room temperature for 8 hours. After the reaction, the mixture is acidified with 10% hydrochloric acid and stirred for 30 minutes. The mixture is alkalized with an aqueous 20% potassium carbonate solution and concentrated under reduced pressure. The residue is extracted with ethyl acetate, and the extract is washed with an aqueous saturated sodium chloride solution, dried and evaporated to remove solvent. The residue is purified by silica gel column chromatography (solvent; chloroform:ethanol=30:1) to give 1.4 g of 1-ethyl-4-(3,4,5-trimethoxyphenyl)-1-(2-thienyl)-N,N-dimethylbutylamine as colorless crystals. yield; 79.3% M.p. 62°-63 ° C. (recrystallized from ether-n-hexane)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04946862
Source datasetuspto-grants-1990_08
ORD IDord-75a7d2a9796d418dbfa381361c9f087a
Source noteuspto-grants-1990_08