Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237834Generated: October 31, 2026

4-Cyclohexylphenol → HCID 59252509, compound

https://huagongshe.com/reaction/237834

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-CyclohexylphenolHCID 14327—
Reactant(-)-EpichlorohydrinHCID 2734062—
Reactant(S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamineHCID 66875140—
ReactantHCID 86640235HCID 86640235—
SolventTolueneHCID 1140—
ProductHCID 59252509HCID 5925250935.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine (0.91 g, 3.34 mmol) (prepared in accordance with the procedures set forth in Steps 1 and 2 of Example 1 and starting from R-epichlorohydrin and 4-cyclohexylphenol) in toluene (50 mL) was added 3-hydroxy-2-methylsulfanyl-acrylic acid ethyl ester (1.08 g, 6.68 mmol) prepared in accordance with the procedures in Step 1 of Example 87 The reaction mixture was heated at 80° C. for 18 hours. The reaction mixture was concentrated and loaded onto a silica gel column and eluted with 0-5% 2-propanol/CH2Cl2 to afford 0.44 g of the title compound. [α]D25 +18.24 (c 0.537, CHCl3)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642603B2
Source datasetuspto-grants-2014_02
ORD IDord-4364537308ff47f299c2da9fb46e543f
Source noteuspto-grants-2014_02