Water → 2,3-Dihydro-1-benzofuran-7-ylmethylamine

The product of Example 48C (2.2 g) in tetrahydrofuran (10 mL) was treated with lithium aluminumhydride (0.71 g) in tetrahydrofuran (20 mL) at 0° C. dropwise. The mixture was stirred at 0° C. for 90 minutes then carefully treated in succession with water (0.7 mL), 15% sodium hydroxide (0.7 mL) and water (2.1 mL). After stirring overnight, the mixture was filtered through celite, the filter cake was washed with tetrahydrofuran (70 mL), and the filtrate concentrated under reduced pressure. The crude was dissolved in diethylether, washed with water, and extracted with 1N hydrochloric acid (2×20 mL). The acidic extracts were combined, basified with potassium carbonate, and extracted with methylene chloride (4×). The organic extracts were combined, dried (potassium carbonate), filtered, and the filtrate was concentrated under reduced pressure to provide the title compound. MS (DCI/NH3) m/z 150 (M+H)+;

1. stirringAfter stirring overnight
2. filtrationthe mixture was filtered through celite
3. washthe filter cake was washed with tetrahydrofuran (70 mL)
4. concentrationthe filtrate concentrated under reduced pressure
5. dissolutionThe crude was dissolved in diethylether
6. washwashed with water
7. extractionextracted with 1N hydrochloric acid (2×20 mL)
8. extractionextracted with methylene chloride (4×)
9. dry with materialdried (potassium carbonate)
10. filtrationfiltered
11. concentrationthe filtrate was concentrated under reduced pressure

ORD 기록

ord-2755514639044327be66c5b2b20ac5cb

출처 데이터셋

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08217067B2