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Dihydroxyacetone → 2-((1,3-Dihydroxypropan-2-yl)amino)propane-1,3-diol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dihydroxyacetone | HCID 670 | — |
| 反応物 | Serinol | HCID 68294 | — |
| 反応物 | HCID 178418361 | HCID 178418361 | — |
| 触媒 | Nickel | HCID 935 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 2-((1,3-Dihydroxypropan-2-yl)amino)propane-1,3-diol | HCID 10702193 | 79% |
反応手順
In an autoclave, a mixture of serinol (10.6 g, 0.12 mol), 1,3-dihydroxyacetone (10.4 g, 0.12 mol), and Raney nickel (1 g, wet) in methanol (100 ml) was heated to 65° C. under 250 psi hydrogen pressure for 3 h. The autoclave was cooled to ambient temperature and depressurized. The resulting reaction mixture was filtered to remove the catalyst. The filtrate was evaporated under vacuum to remove ammonia and most of the water. The residue was dissolved in a 1:1 mixture of 2-butanol and tetrahydrofuran, treated with activated carbon, and evaporated to give the bis-adduct 2,2′-iminobis-1,3-propanediol as a viscous oil (15 g, 79%). Assay by GC: 99%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08653306B1 |
| 出典データセット | uspto-grants-2014_02 |
| ORD ID | ord-f1810db1922e409eb2041b56b26a981f |
| 出典メモ | uspto-grants-2014_02 |