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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1791Generated: October 26, 2026

Acetic Acid → 5-Chloro-alpha-(2,4,6-trimethoxyphenyl)-2-(neopentylamino)benzyl alcohol

https://huagongshe.com/reaction/1791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPivalaldehydeHCID 12417—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant2-Amino-5-chloro-alpha-(2,4,6-trimethoxyphenyl)benzyl alcoholHCID 54414500—
SolventEthanolHCID 702—
Product5-Chloro-alpha-(2,4,6-trimethoxyphenyl)-2-(neopentylamino)benzyl alcoholHCID 54144775—

Reaction Steps

After a solution of 2.5 g of 2-amino-5-chloro-α-(2,4,6-trimethoxyphenyl)benzyl alcohol, 1.01 ml of trimethylacetaldehyde and 0.56 g of acetic acid in 30 ml of ethanol was stirred at room temperature for 1.5 hours, 0.81 g of sodium cyanoborohydride was added, followed by stirring overnight. After concentration and subsequent dilution with water, the solution was extracted with ethyl acetate. After solvent removal, the residue was subjected to silica gel column chromatography to yield 2.2 g of a crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05726306
Source datasetuspto-grants-1998_03
ORD IDord-775bed0ad28c49fbb6c1ce5df50c6d65
Source noteuspto-grants-1998_03