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Hydrochloric Acid → (6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methanamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Methylamine | HCID 6329 | — |
| 反応物 | 6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-one | HCID 75582 | — |
| 反応物 | Sodium cyanoborohydride | HCID 5003444 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | (6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methanamine | HCID 15718592 | 41.9% |
反応手順
A solution of 6-methoxy-3,4-dihydro-1H-naphthalen-2-one (176 mg, Aldrich, U.S.A.), acetic acid (0.57 mL), methylamine (2.0 M in tetrahydrofuran, 5.0 mL), and sodium cyanoborohydride (64 mg) was stirred in 5 mL methanol for 20 h. The solution was acidified to a pH<2 with concentrated hydrochloric acid, diluted with water to a volume of 50 mL, and extracted with 50 mL of dichloromethane. The aqueous phase was made basic (pH>10) by the addition of 1 M sodium hydroxide and extracted with two 50 mL aliquots of dichloromethane. The basic dichloromethane extracts were dried in vacuo to yield 80 mg of (6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methylamine.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07084154B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-b0f2e62aef4e412897ab38669bbf8635 |
| 出典メモ | uspto-grants-2006_08 |