HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(tert-Butyldimethylsiloxymethyl)benzylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | 2-[3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)benzyl]-1H-isoindole-1,3(2H)-dione | HCID 20824118 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-(tert-Butyldimethylsiloxymethyl)benzylamine | HCID 22049979 | — |
Reaction Steps
At room temperature, a hydrazine solution (35% strength in water, 0.6 ml, 6.6 mmol) is added to a solution of 2-[3-({[tert-butyl(dimethyl)silyl]oxy}methyl)benzyl]-1H-isoindole-1,3(2H)-dione (1.7 g, 4.4 mmol) in ethanol (44 ml), the mixture is stirred at room temperature for 15 h and water is added. After addition of dichloromethane and phase separation, the aqueous phase is extracted with dichloromethane. The combined organic phases are dried (sodium sulfate), filtered and concentrated under reduced pressure. The desired product is used without further purification for the next reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06933295B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-c6e8cbf37021488c80ea5c5323bc66ea |
| Source note | uspto-grants-2005_08 |