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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1105624Generated: October 26, 2026

2-Amino-1-(3-fluorophenyl)ethan-1-ol → N-{2-(4-{(E)-2-Carbomethoxyethenyl}phenyl)-1-methylethyl}-2-hydroxy-2-(3-fluorophenyl) ethanamine

https://huagongshe.com/reaction/1105624

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-1-(3-fluorophenyl)ethan-1-olHCID 35800—
Reactant4-{(E)-2-carbomethoxyethenyl}phenylpropan-2-oneHCID 19874532—
ProductN-{2-(4-{(E)-2-Carbomethoxyethenyl}phenyl)-1-methylethyl}-2-hydroxy-2-(3-fluorophenyl) ethanamineHCID 7052999239.2%

Reaction Steps

This was prepared in an identical manner to the compound described in Example 1 using 2-hydroxy-2-(3-fluorophenyl) ethanamine (1.55 g) and 4{(E)-2-carbomethoxyethenyl}phenylpropan-2-one (2.18 g). Elution with 1% methanolchloroform on Kieselgel 60 gave the title compound (1.4 g) m.p. 75°-110° C. (benzene-heptane) as an ~45:55 mixture of diastereoisomers. τ(CDCl3) 8.9 (3H, d, J=6 Hz), 6.9-7.8 (7H, m, 2H disappears with D2O), 6.25 (3H, s), 5.45 (1H, m), 3.6 (1H, d, J=16 Hz), 2.55-3.2 (8H, m), 2.35 (1H, d, J=16 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04309443
Source datasetuspto-grants-1982_01
ORD IDord-6b6f18a4605b4236b5968c98a05f84fb
Source noteuspto-grants-1982_01