HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Cyclohexanone, 4-[(phenylmethoxy)methyl]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 8-(Benzyloxymethyl)-1,4-dioxaspiro[4.5]decane | HCID 10378031 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Cyclohexanone, 4-[(phenylmethoxy)methyl]- | HCID 10443381 | — |
Reaction Steps
To a mixture of crude 8-benzyloxymethyl-1,4-dioxa-spiro[4.5]decane (297 g) in THF (600 mL) is added 3N HCl (900 mL) at room temperature, and the mixture is stirred overnight. After addition of sat. NaHCO3 aq., the mixture is extracted with EtOAc. The water layer is extracted with EtOAc, and the combined organic layer is washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The crude mixture is purified by silica gel column chromatography to afford 4-benzyloxymethylcyclohexanone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410275B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-fb03e4e2c7bd4010b9f2751e3c9cb721 |
| Source note | uspto-grants-2013_04 |