HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(2,2-Dimethyl-1,3-dioxan-5-yl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 2-(Hydroxymethyl)butane-1,4-diol | HCID 11040684 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 2-(2,2-Dimethyl-1,3-dioxan-5-yl)ethanol | HCID 11816011 | 220.6% |
Reaction Steps
To an acetone (30 ml) solution of the 2-(hydroxymethyl)butane-1,4-diol (3.4 g, 28.3 mmol) obtained in accordance with the method described in J. Med. Chem., 30 (9), 1636-1642 (1987), p-toluenesulfonic acid monohydrate (244 mg, 2.83 mmol) was added at room temperature and the mixture was stirred for 15 hours. To the reaction mixture, triethylamine (394 μl, 2.83 mmol) was added and the mixture was concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (1.0 g, yield: 22%) as a light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07425634B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-8a9cc5a7542b44dd8e1333a54c5446fa |
| Source note | uspto-grants-2008_09 |