Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 19024937 | HCID 19024937 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 19024927 | HCID 19024927 | 38.8% |
Reaction Steps
1,1-Bis(methoxymethyl)-2-(methylamino)ethanethiol (6 g) was stirred with aqueous sodium hydroxide (60 cm3, 2M) for a short time and then benzyl chloride (4.3 g) was added. This mixture was stirred at room temperature for 3 h and then made slightly acidic (~pH 4) by the addition of dilute hydrochloric acid. The mixture was extracted with chloroform, and the chloroform then removed under reduced pressure to give a viscous oil which gave a solid on trituration with ether. The free amine was liberated from the hydrochloride salt by the addition of saturated aqueous sodium bicarbonate and then extracted into chloroform. The chloroform extracts were dried (Na2SO4) and the solvent removed under reduced pressure to give the amine (3.5 g) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05312904 |
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| Source dataset | uspto-grants-1994_05 |
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| ORD ID | ord-1dae06b0086245aea3c8497c8ff3495f |
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| Source note | uspto-grants-1994_05 |
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