HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237834Generated: October 31, 2026
4-Cyclohexylphenol → HCID 59252509, compound
https://huagongshe.com/reaction/237834
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Cyclohexylphenol | HCID 14327 | — |
| Reactant | (-)-Epichlorohydrin | HCID 2734062 | — |
| Reactant | (S)-5-(4-cyclohexyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine | HCID 66875140 | — |
| Reactant | HCID 86640235 | HCID 86640235 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59252509 | HCID 59252509 | 35.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08642603B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-4364537308ff47f299c2da9fb46e543f |
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| Source note | uspto-grants-2014_02 |
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