Ammonia → (4-(2-(Pyridin-4-YL)vinyl)phenyl)methanol

HRID 2287590노트

반응식

HRID 2287590 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[N:7]1[CH:12]=[CH:11][C:10](/[CH:13]=[CH:14]/[C:15]2[CH:24]=[CH:23][C:18]([C:19](OC)=[O:20])=[CH:17][CH:16]=2)=[CH:9][CH:8]=1.N.CO>O1CCCC1>[N:7]1[CH:12]=[CH:11][C:10](/[CH:13]=[CH:14]/[C:15]2[CH:16]=[CH:17][C:18]([CH2:19][OH:20])=[CH:23][CH:24]=2)=[CH:9][CH:8]=1

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 887MethanolHCID 12006312methyl 4-[(E)-2-(4-pyridyl)vinyl]benzoateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 70240750(4-(2-(Pyridin-4-YL)vinyl)phenyl)methanol수율 73.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of lithium aluminum hydride (92.8 mg) in tetrahydrofuran (12 ml) was added methyl 4-[(E)-2-(4-pyridyl)vinyl]benzoate (1.17 g), and after stirring for 2 hours at ambient temperature, ammonia solution and methanol were added thereto. The mixture was stirred for 2 hours at ambient temperature. Insoluble material was filtered off, and the filtrate was washed with water and brine, dried over magnesium sulfate and concentrated in vacuo. The residue was crystallized with diisopropyl ether to give 4-[(E)-2-(4-pyridyl)vinyl]benzyl alcohol (762 mg).

후처리

  1. stirringThe mixture was stirred for 2 hours at ambient temperature
  2. filtrationInsoluble material was filtered off
  3. washthe filtrate was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was crystallized with diisopropyl ether

출처 및 근거

ORD 기록
ord-5b5bdac272474d4bafedcbbccb1c56b4
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06083961

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