6,7,8,9-TETRAHYDRO-5H-BENZO[7]ANNULEN-5-AMINE synthesis
- Product Name:6,7,8,9-TETRAHYDRO-5H-BENZO[7]ANNULEN-5-AMINE
- CAS Number:17910-26-8
- Molecular formula:C11H15N
- Molecular Weight:161.24
826-73-3
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Yield:17910-26-8 100%
Reaction Conditions:
with ammonium acetate;sodium cyanoborohydride in ethanol at 130; for 0.0333333 h;
Steps:
6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-amine (54)
To a solution of 1-benzosuberone (0.62 mmol, 1.0 eq.) in ethanol (1.3 mL) were successively added ammonium acetate (721 mg, 0.93 mmol, 15.0 eq.) and sodium cyanoborohydride (47 mg, 0.75 mmol, 1.2 eq.). The mixture was brought to 130° C. under microwave radiation for 2 minutes, then concentrated in vacuo. a 2 N sodium hydroxide solution was added until pH >10 was obtained, after which the product was extracted with ethyl acetate (2×20 mL). The combined organic phases were dried over MgSO4, filtered and concentrated in vacuo to give the title product 54 (119 mg, quantitative) in the form of a yellow oil.
References:
US2021/9581,2021,A1 Location in patent:Paragraph 0243; 0244
90695-87-7
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17910-26-8
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17910-28-0
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17910-26-8
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