반응 #60348

반응 방정식

chroman-4-ylamine

Br2

→

title compound

6-bromo-chroman-4-ylamine

용매

AcOH

반응 조건

후처리

1. 1
   기타consumption of starting material
2. 2
   workup.ADDITIONThe mixture was diluted with H2O (100 mL) and NaOH
3. 3
   workup.ADDITIONwas added until the solution
4. 4
   추출The aqueous layer was extracted with EtOAc until tlc analysis of the aqueous layer
5. 5
   건조The combined organics were dried over MgSO4
6. 6
   농축concentrated in vacuo
7. 7
   기타to yield the crude compound, which
8. 8
   기타was purified by flash column chromatography

실험 절차

A solution of chroman-4-ylamine (Step B) (2.550 g, 17.09 mmol) in AcOH (50 mL) at RT was treated with Br2 (3.01 g, 0.96 mL, 18.8 mmol) drop-wise. The reaction was stirred at RT until HPLC analysis showed complete consumption of starting material. The mixture was diluted with H2O (100 mL) and NaOH was added until the solution became basic. The aqueous layer was extracted with EtOAc until tlc analysis of the aqueous layer showed no evidence of the title compound. The combined organics were dried over MgSO4 and concentrated in vacuo to yield the crude compound, which was purified by flash column chromatography to afford the pure title compound. MS (APCI pos) 229 (M+H).

출처