ChemicalBook CAS DataBase List 7-METHOXY-1,3-BENZODIOXOLE-5-ETHANAMINE

7-METHOXY-1,3-BENZODIOXOLE-5-ETHANAMINE synthesis

8synthesis methods

Product Name:7-METHOXY-1,3-BENZODIOXOLE-5-ETHANAMINE
CAS Number:23693-38-1
Molecular formula:C10H13NO3
Molecular Weight:195.22

(7-Methoxy-1,3-benzodioxol-5-yl)acetonitrile

36200-29-0
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23693-38-1
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Yield:23693-38-1 96.5%

Reaction Conditions:

Stage #1: 2-(7-methoxybenzo[d][1,3]dioxol-5-yl)acetonitrilewith hydrogenchloride;hydrogen;platinum(IV) oxide in ethanol;water at 20; under 2068.65 Torr; for 18 h;
Stage #2: with sodium hydroxide in ethanol;water; pH=13 - 14;

Steps:

To a mixture of ethanol (EtOH) (20 mL) , water (8 mL) and IN HCl (2 mL) was added PtO₂ (200 mg) and compound A0061-6 (630 mg, 3.56 mmol) and the reaction mixture was hydrogenated overnight (about 18 hours) under 40 psi of H₂ at room temperature. Thin- layer chromatography showed the reaction was complete. The solution was concentrated under reduced pressure. To the residue was added water and IM NaOH until the solution reached pH=13~14. The resulting mixture was extracted with CH₂Cl₂. The organic layer was dried over Na₂SO₄ and concentrated to give compound A0061-7. (670mg, yield: 96.5%, ¹H NMR confirmed) as brown oil.

References:

WO2010/51374,2010,A1 Location in patent:Page/Page column 126