HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 54123206, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium amide | HCID 24532 | — |
| Reactant | Phenol, 4-[(dimethylamino)methyl]-2,6-bis(1,1-dimethylethyl)- | HCID 66609 | — |
| Reactant | HCID 54237698 | HCID 54237698 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 54123206 | HCID 54123206 | 55% |
Reaction Steps
A mixture of 11.9 g (45.2 mmol) of N,N-dimethyl-3,5-di-t-butyl-4-hydroxybenzylamine, 18.8 g (37.7 mmol) of di-(1-methoxy-2,2,6,6-tetramethylpiperidin-4-yl) n-butylmalonate, 173 mg of lithium amide, and 100 ml of tetrahydrofuran is refluxed for 90 minutes. The reaction mixture is diluted with ethyl acetate (350 ml). The organic solution is washed with 1N HCl (2×100 ml), water (2×250 ml), and saturated NaHCO3 solution (250 ml), then dried over magnesium sulfate and evaporated to obtain a brown oil. Crystallization from 9:1 methanol:water affords 14.9 g (55% yield) of a white solid (mp 111°-13° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05204473 |
| Source dataset | uspto-grants-1993_04 |
| ORD ID | ord-c61e77ba238d42819b7f42a2fd3bbc97 |
| Source note | uspto-grants-1993_04 |