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Methanol → Methyl (1S,3R)-3-aminocyclohexane-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | rac-(1R,3S)-3-aminocyclohexane-1-carboxylic acid | HCID 7005079 | — |
| 生成物 | Methyl (1S,3R)-3-aminocyclohexane-1-carboxylate | HCID 68466059 | 90.9% |
反応手順
Thionyl chloride (0.6 ml) was added to solution of cis-3-amino-cyclohexanecarboxylic acid (bought from AMRI, USA, cat.-no.: A00342, 0.50 g, 2.80 mmol) in MeOH (20 ml) at 0° C. and stirred at reflux for 12 h. The volatiles were evaporated in vacuo and the resulting residue was partitioned between saturated sodium bicarbonate solution and ethyl acetate. The separated organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under vacuo to afford 400 mg (90.9%) of cis-methyl 3-aminocyclohexanecarboxylate as colorless liquid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09067888B2 |
| 出典データセット | uspto-grants-2015_06 |
| ORD ID | ord-3ee1ff0dd8ef4ab68d850b68e7d09664 |
| 出典メモ | uspto-grants-2015_06 |