Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Diethylene Glycol Monoethyl Ether | HCID 8146 | — |
| Reactant | N,N-Dimethylbenzamide | HCID 11916 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | Benzyl Alcohol | HCID 244 | — |
| Product | N,N-Dimethylbenzylamine | HCID 7681 | — |
Reaction Steps
10.7 g (0.08 mole) of ethyl carbitol was added dropwise to a mixture consisting of 1.5 g (0.04 mole) of sodium borohydride and 15 ml of xylene at 120° C. for 1.5 hours. The mixture was agitated at 120° C. for one hour. A mixture consisting of 3 g (0.02 mole) of N,N-dimethyl benzamide and 10 ml of xylene was added dropwise to the mixture over 0.5 hours. Subsequently, the resulting mixture was agitated at 120° C. for 20 hours. After cooling to room temperature, the mixture was neutralized with dilute sulfuric acid. As a result, N,N-dimethylbenzylamine was obtained in 51% yield and benzyl alcohol in 47% yield, respectively.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05196601 |
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| Source dataset | uspto-grants-1993_03 |
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| ORD ID | ord-6838703af3fb40f2951a1fec139271e7 |
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| Source note | uspto-grants-1993_03 |
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