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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901182Generated: October 26, 2026

Benzene → 2-{2-[4-Bis(methoxycarbonyl)methylphenoxy]-1-methylethyl}amino-1-(3-chlorophenyl)ethanol

https://huagongshe.com/reaction/1901182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
Reactant2-Amino-1-(3-chlorophenyl)ethan-1-olHCID 3751601—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantDimethyl 4-(2-oxopropoxy)phenylmalonateHCID 21832135—
SolventMethanolHCID 887—
Product2-{2-[4-Bis(methoxycarbonyl)methylphenoxy]-1-methylethyl}amino-1-(3-chlorophenyl)ethanolHCID 2183220461.2%

Reaction Steps

Following a procedure similar to that described in Example 6, but using 0.42 g of dimethyl 4-(2-oxopropoxy)phenylmalonate (prepared as described in Preparation 38), 0.26 g of 2-amino-1-(3-chlorophenyl)ethanol (prepared as described in Preparation 8), 50 ml of dry benzene, 50 ml of absolute methanol and 0.9 g of sodium cyanoborohydride, and then purifying the reaction product by column chromatography through silica gel, using ethyl acetate as the eluent, 0.4 g of the title compound was obtained, having an Rf=0.28 (thin layer chromatography over silica gel, using ethyl acetate as the developing solvent).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576340
Source datasetuspto-grants-1996_11
ORD IDord-e3ae2e29baa044908065b474d8b6dffd
Source noteuspto-grants-1996_11