HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 56597208, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 117702922 | HCID 117702922 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 56597208 | HCID 56597208 | — |
Reaction Steps
The intermediate from Step b) was taken up in 20 ml of THF, 109 mg (0.974 mmol) of potassium tert-butoxide were added under an atmosphere of argon and the mixture was stirred at RT for 2 h. Water was added, and the pH of the reaction mixture was adjusted to pH=5 with acetic acid. The mixture was stirred at RT for 10 min and the mixture was extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated on a rotary evaporator. The residue was purified by preparative HPLC (mobile phase:acetonitrile/water with 0.1% formic acid, gradient 50:50→70:30). This gave 101 mg of the title compound (25% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216978B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-b968deeec3bc49f987b57d57a05f9d4b |
| Source note | uspto-grants-2015_12 |