HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 4-Octyloxy-benzoic acid 4-(4-hydroxy-cyclohexyl)-phenyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | 4-(Octyloxy)benzoic acid | HCID 17231 | — |
| Reactant | Methyl 2-hydroxy-4-octyloxybenzoate | HCID 11536459 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | 4-Octyloxy-benzoic acid 4-(4-hydroxy-cyclohexyl)-phenyl ester | HCID 69307345 | 27% |
Reaction Steps
10 g (0.052 mol) of 4-(4-Hydroxy-cyclohexyl)-phenol obtained in Step 1 of the synthesis of the compound 27 and 13.02 g (0.052 mol) of 4-Octyloxy-benzoic acid are dissolved in 120 mL of anhydrous THF. 0.65 g (0.0052 mol) of DMAP, then 6.56 g (0.052 mol) of DIC are added. The mixture is stirred at room temperature overnight. The solvent is distilled off and then the resulting product is purified by column chromatography on silica gel using mixture of hexane and ethyl acetate (70:30) as eluent and recrystallised from ethanol to give a pure product as a white solid (6 g, 27% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07416682B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-6785549646bf4f4087b04dfa766f68f1 |
| Source note | uspto-grants-2008_08 |