Ammonium Chloride → (7-bromo-1-methyl-1H-indol-2-yl)methanol

HRID 12625노트

반응식

HRID 12625 반응식
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[N:9]([CH3:11])[C:8]([C:12](OCC)=[O:13])=[CH:7]2.[BH4-].[Li+].[Cl-].[NH4+]>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[N:9]([CH3:11])[C:8]([CH2:12][OH:13])=[CH:7]2

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 4148881Lithium borohydrideHCID 68693640ethyl 7-bromo-1-methyl-1H-indole-2-carboxylate

생성물 1

HCID 68695245(7-bromo-1-methyl-1H-indol-2-yl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a tetrahydrofuran (40 mL) solution of ethyl 7-bromo-1-methyl-1H-indole-2-carboxylate (1.99 g), lithium tetrahydroborate (463 mg) was added at 0° C., followed by stirring at room temperature for 5 hours. To the reaction mixture, an aqueous saturated ammonium chloride solution was added, followed by extraction with ethyl acetate. The organic layer was washed in turn with water and saturated saline, dried over anhydrous sodium sulfate and then concentrated. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=90:10-70:30) to obtain the titled compound having the following physical properties (880 mg).

후처리

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed in turn with water and saturated saline
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=90:10-70:30)

출처 및 근거

ORD 기록
ord-502f3206842346ae9fee5bc68ef8a314
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728023B2

반응 노트

불러오는 중…