Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethanolamine | HCID 8113 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 2-bromo-2-methylpropionate | HCID 90097 | — |
| Solvent | 1-Propanol | HCID 1031 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 10198016 | HCID 10198016 | — |
Reaction Steps
Methyl 2-bromo-2-methylpropanoate (181.04 grams, 1 mole) is dissolved in 1-propanol (500 ml.) and bis-(2-hydroxyethyl)amine (105.14 grams, 2 moles) and triethylamine (111.1 grams, 1.1 moles are added and the mixture stirred and heated at reflux for 3 hours. The mixture is treated with 10 normal sodium hydroxide (110 ml., 1.1 moles) and the solvents are removed by distillation in vacuo. The residue is filtered and the solid washed with 1-propanol. The combined filtrates are dissolved in ethanol (400 ml) and 10 normal sodium hydroxide (130 ml, 1.3 moles) is added. The mixture is stirred and heated at reflux for 3 hours. The mixture is acidified with 12 normal hydrochloric acid (108 ml., 1.3 moles). Upon cooling, 2-[N,N-bis-(2-hydroxyethyl)-amino]-2-methylpropanoic acid separates and is collected by filtration, and is washed with a 50% aqueous ethanol and dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05679711 |
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| Source dataset | uspto-grants-1997_10 |
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| ORD ID | ord-32beb86f873e47288db8be5775205b2d |
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| Source note | uspto-grants-1997_10 |
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