HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → HCID 14804719, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | (R)-α-(Hydroxymethyl)benzeneacetic acid methyl ester | HCID 578110 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 14804719 | HCID 14804719 | — |
Reaction Steps
A solution of L-phenyl lactic acid methyl ester (20.0 g, 111 mmol) in CH2Cl2 (300 mL) was treated with dihydropyran (9.32 g, 111 mmol) and p-toluenesulphonic acid (56 mg) and stirred at room temperature for 20 minutes. The reaction is quenched with 1 N NaOH and then washed with water, brine and dried over Na2SO4. The solution is filtered and the solvent removed under vacuum to give 28 grams of the THP protected alcohol as an oil. This was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514430B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-2ee832dfbbc24ce4ba724a84c4d17be5 |
| Source note | uspto-grants-2009_04 |