Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394486Generated: October 29, 2026

Formaldehyde → HCID 18176648, compound

https://huagongshe.com/reaction/394486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantThiopheneHCID 8030—
ReactantPotassium AcetateHCID 517044—
ReactantHCID 18176645HCID 18176645—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 18176648HCID 1817664873%

Reaction Steps

A mixture of intermediate 7 (0.03 mol) and paraformaldehyde (2 g) in methanol (150 ml) was hydrogenated with palladium on carbon (2 g) as a catalyst in the presence of thiophene (4%, 2 ml) and potassium acetate (4 g). After uptake of hydrogen gas (1 equivalent), the catalyst was filtered off and the filtrate was evaporated. The residue was stirred in water and this mixture was extracted with DCM. The separated organic layer was dried, filtered, and the solvent evaporated. The residue was dissolved in DIPE and converted into the hydrochloric acid salt (1:1) with HCl/2-propanol. The precipitate was filtered off and dried, yielding 8.22 g (73%) of N-methyl-N-[4-[3-(trifluoro-methyl)phenoxy]butyl]benzenemethanamine hydrochloride (intermediate 8).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06602873B2
Source datasetuspto-grants-2003_08
ORD IDord-7291af5907aa4dabaa019d7d416784e5
Source noteuspto-grants-2003_08