HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → isobutyl 2-0-tetrahydropyranyl-(R)-lactate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | 2-Methylpropyl-(R)-2-hydroxypropanoate | HCID 10486989 | — |
| Catalyst | Silver(II) oxide | HCID 92152 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Calcium Chloride | HCID 5284359 | — |
| Product | isobutyl 2-0-tetrahydropyranyl-(R)-lactate | HCID 54321831 | 89% |
Reaction Steps
A mixture of isobutyl (R)-lactate (73 g, 0,5 mol, Merck) and 3,4-dihydro-2H-pyran (70 g, 0,83 mol, Merck) was treated with 5M hydrogen chloride in dimethylformamide (4 ml) and set aside at ambient temperature overnight in calcium chloride protected 250 ml round-bottom flask. Silver oxide (15 g) was added, the mixture stirred magnetically for 2 hours and then filtered. The product was isolated by distillation (13 Pa, b.p. 94-96° C.) to provide isobutyl 2-0-tetrahydropyranyl-(R)-lactate (102.5 g, 89%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06479673B1 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-40ee967686ce4f2692533b91e6206abf |
| Source note | uspto-grants-2002_11 |