Aluminium lithium hydride → 2-[6-(Methylamino)-2-pyridyl]ethan-1-ol

HRID 985483노트

반응식

HRID 985483 반응식
[CH3:1][NH:2][C:3]1[N:8]=[C:7]([CH2:9][C:10](OCC)=[O:11])[CH:6]=[CH:5][CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH3:1][NH:2][C:3]1[N:8]=[C:7]([CH2:9][CH2:10][OH:11])[CH:6]=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 22507068Ethyl 2-(6-(methylamino)pyridin-2-yl)acetate

생성물 1

HCID 105348582-[6-(Methylamino)-2-pyridyl]ethan-1-ol수율 79%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of ethyl 2-[6-(methylamino)-2-pyridyl]acetate (2.2 g, 12.5 mmol) in THF (30 ml) was added dropwise to a suspension of lithium aluminum hydride (1.24 g, 31.2 mmol) in TEF (25 ml) under argon at 0° C. The reaction was stirred for 30 minutes and quenched carefully with water (4 ml) and 1 N NaOH (4 ml). The mixture was filtered through a pad of Celite and washed several times with ethyl acetate. The filtrate was dried with sodium sulfate, filtered, and evaporated under vacuum. The crude product was chromatographed over silica gel to yield 1.50 g (79%) of 2-[6-(Methylamino)-2-pyridyl]ethan-1-ol.

후처리

  1. customquenched carefully with water (4 ml) and 1 N NaOH (4 ml)
  2. filtrationThe mixture was filtered through a pad of Celite
  3. washwashed several times with ethyl acetate
  4. dry with materialThe filtrate was dried with sodium sulfate
  5. filtrationfiltered
  6. customevaporated under vacuum
  7. customThe crude product was chromatographed over silica gel

출처 및 근거

ORD 기록
ord-2cb37485fee340708b049a3e0fb6e981
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06872730B2

반응 노트

불러오는 중…