HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(Tert-butyldiphenylsilyloxymethyl)-2,6-dimethyl-3-(phthalimidoacetylamino)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2H-Isoindole-2-acetyl chloride, 1,3-dihydro-1,3-dioxo- | HCID 81242 | — |
| Reactant | 3-Amino-1-(tert-butyldiphenylsilyloxymethyl)-2,6-dimethylbenzene | HCID 10739106 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(Tert-butyldiphenylsilyloxymethyl)-2,6-dimethyl-3-(phthalimidoacetylamino)benzene | HCID 10507402 | 94.2% |
Reaction Steps
To a suspension of 3-amino-1-(tert-butyldiphenylsilyloxymethyl)-2,6-dimethylbenzene (42.4 g) in pyridine (17.2 g) and N,N-dimethylformamide (212 ml) was added phthalimidoacetyl chloride (25.6 g) over the period of 15 minutes under ice-cooling, and the mixture was stirred for 1 hour at the same temperature. Water was added thereto, and the resulting precipitate was collected by filtration and washed with acetone to give 1-(tert-butyldiphenylsilyloxymethyl)-2,6-dimethyl-3-(phthalimidoacetylamino)benzene (59.1 g) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06015818 |
| Source dataset | uspto-grants-2000_01 |
| ORD ID | ord-8131eeadbb584626a2cfbe74ca5b74e4 |
| Source note | uspto-grants-2000_01 |