HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentanecarboxylic acid, 1-methyl-2-oxo-, methyl ester → Methyl 1-methyl-2-hydroxycyclopentanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentanecarboxylic acid, 1-methyl-2-oxo-, methyl ester | HCID 121785 | — |
| Reactant | Lithium tritertbutoxyaluminohydride | HCID 16684435 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 1-methyl-2-hydroxycyclopentanecarboxylate | HCID 15577614 | — |
Reaction Steps
To methyl 1-methyl-2-oxocyclopentanecarboxylate (20.0 g=128 mmol) in THF (800 ml) add portionwise lithium tri-t-butoxyaluminohydride (40.7 g=160 mmol). Stir 1 hr and partition between Et2O and 1.0N HCl. Dry and concentrate to obtain methyl 1-methyl-2-hydroxycyclopentanecarboxylate, largely the 1β-methyl-2β-hydroxy isomer, as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05393755 |
| Source dataset | uspto-grants-1995_02 |
| ORD ID | ord-2e339b3ddf7b480091c4a4676c9a7df9 |
| Source note | uspto-grants-1995_02 |