関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Acetate | HCID 175 | — |
| 反応物 | Ammonia | HCID 222 | — |
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | 1-(2-Acetoxypropionyl)-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline | HCID 19690328 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 1,1,3-Trimethylindan-4-amine | HCID 11217541 | 75% |
反応手順
The acetate compound prepared in B (ii) (55 g, GC purity 91%, 0.172 moles) was added over 45 minutes to 98% H2SO4 (50 ml) at 25°-60° C. (exotherm). After stirring for a further 30 minutes at 60° C., water (50 ml) containing acetic acid (10 ml) was cautiously added dropwise and the mixture heated at 100° C. for 3 hours. Petrol (60/80 b.p., 100 ml) was added and the mixture basified to pH 9 with 35% aqueous ammonia (150 ml). Separation of the organic layer, drying (MgSO4) and solvent flash gave the desired product (22.6 g, GC purity 92%, yield 69%). NMR analysis using chiral solvating agent [(-)-2,2,2-trifluoro-1-(9-anthryl)ethanol] showed a 70/30 mixture of enantiomers in favour of the (-)-isomer.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US05728869 |
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| 出典データセット | uspto-grants-1998_03 |
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| ORD ID | ord-d7d6fec5e6d54cc5b295691760de5f99 |
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| 出典メモ | uspto-grants-1998_03 |
|---|
