HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → (6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methanamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Methylamine | HCID 6329 | — |
| Edukt | 6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-one | HCID 75582 | — |
| Edukt | Sodium cyanoborohydride | HCID 5003444 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | (6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methanamine | HCID 15718592 | 41,9% |
Reaktionsschritte
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.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07084154B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-b0f2e62aef4e412897ab38669bbf8635 |
| Quellennotiz | uspto-grants-2006_08 |