HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 88333694, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | (-)-Carnitine | HCID 10917 | — |
| Reactant | Pentadecanoic Acid | HCID 13849 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Solvent | Trichloroacetic Acid | HCID 6421 | — |
| Product | HCID 88333694 | HCID 88333694 | 83.9% |
Reaction Steps
After a mixture of n-pentadecanoic acid (25 g, 103 mmol) and thionyl chloride (3.15 g, 26.5 mmol) was stirred for 3 hours at 75° to 80° C., a solution of L-carnitine (4.27 g, 26.5 mmol) in 25 g of trichloroacetic acid was added at 60° C. The resulting mixture was stirred for 3 hours at 80° C. under argon atmosphere and then poured into stirred 100 ml of diethyl ether. The precipitates were collected by filtration, washed with diethyl ether and then dried to give 11.8 g of a crude desired product as a colorless solid. 11.8 g of the crude product was recrystallized from isopropanol to provide 9.38 g of (R)-(3-carboxy-2-pentadecanoyloxypropyl)trimethylammonium chloride as colorless needles.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05741816 |
| Source dataset | uspto-grants-1998_04 |
| ORD ID | ord-cde6a470306e47cf835796368220c45a |
| Source note | uspto-grants-1998_04 |