HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Chloride → 1,3-Dioxolane, 4-benzyloxymethyl-2,2-dimethyl-5-hydroxymethyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | [5-(Hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanol | HCID 318275 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1,3-Dioxolane, 4-benzyloxymethyl-2,2-dimethyl-5-hydroxymethyl- | HCID 561180 | — |
Reaction Steps
Alternatively, benzyl ethers may be used to protect --OH groups. For example, 2,2-dimethyl-4,5-di(hydroxymethyl)-1,3-dioxolane (8 g, 0.2 mol) is heated at reflux with benzyl chloride (25 g, 0.2 mol) and K2CO3 (25 g, 0.2 mol) in 100 ml ethanol. The product is added to aqueous NaOH, extracted with ether, and purified by silica gel chromatography to yield 2,2-dimethyl-4-hydroxymethyl-5-benzyloxymethyl-1,3-dioxolane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04595690 |
| Source dataset | uspto-grants-1986_06 |
| ORD ID | ord-48e834ec84c142f0afbace7f19231c80 |
| Source note | uspto-grants-1986_06 |