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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 322790Generated: October 25, 2026

Water → HCID 178515944, compound

https://huagongshe.com/reaction/322790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,4-Di-tert-butylphenolHCID 7311—
Reactant1,2-Diaminocyclohexane, (+)-HCID 479307—
Reactant3,5-Di-tert-butylsalicylaldehydeHCID 688023—
SolventEthanolHCID 702—
ProductHCID 178515944HCID 178515944—

Reaction Steps

3,5-Di-t-butylsalicylaldehyde (2.0 equivalents) (prepared from the inexpensive, commercially available 2,4-di-t-butylphenol according to Larrow, J. F.; Jacobsen, E. N.; Gao, Y.; Hong, Y.; Nie, X.; Zepp, C. M. J. Org Chem 1994, 59, 1939) was added as a solid to a 0.2 M solution of (S,S)-1,2-diaminocyclohexane (1.0 equivalent) (Aldrich Chemical Co., Milwaukee, Wis.) in absolute ethanol. The mixture was heated to reflux for 1 hr. and then H2O was added dropwise to the cooled bright yellow solution. The resulting yellow crystalline solid was collected by filtration and washed with a small portion of 95% ethanol. The yield of analytically pure salen ligand obtained in this manner was 90-97%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06211370B1
Source datasetuspto-grants-2001_04
ORD IDord-5cbfd22f7bf54879a0b0d103e4513491
Source noteuspto-grants-2001_04