HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → HCID 57679172, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | HCID 57679159 | HCID 57679159 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 57679172 | HCID 57679172 | 55.5% |
Reaction Steps
An acetone solution of tert-butyl [1-(1,3-dioxolan-2-ylmethyl)-2,3-dihydro-1H-inden-1-yl]methyl(methyl)carbamate (14.33 g, 41.24 mmole), para-toluene sulfonic acid (1 equivalent) and 50 ml of water were stirred overnight at room temperature. Evaporation of the acetone resulted in an oily slurry. Ether was added and washed with water, followed by NaHCO3 sat. and dried over MgSO4. Evaporation of the ether followed by flash chromatography on silica with 15% EtOAc and hexanes afforded 6.9383 g of tert-butyl methyl{[1-(2-oxoethyl)-2,3-dihydro-1H-inden-1-yl]methyl}carbamate as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589204B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-ee24a11238c54a0c831b1f6002ebbb60 |
| Source note | uspto-grants-2009_09 |