Methyl 4-methoxy-3,5-dimethylpicolinate → 3,5-Dimethyl-2-hydroxymethyl-4-methoxy-pyridine

HRID 52435노트

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HRID 52435 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9]([C:11]1[C:16]([CH3:17])=[C:15]([O:18][CH3:19])[C:14]([CH3:20])=[CH:13][N:12]=1)=O>C1COCC1>[OH:8][CH2:9][C:11]1[C:16]([CH3:17])=[C:15]([O:18][CH3:19])[C:14]([CH3:20])=[CH:13][N:12]=1

참가 물질

4

반응물 2

HCID 10313519Methyl 4-methoxy-3,5-dimethylpicolinateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 7378233,5-Dimethyl-2-hydroxymethyl-4-methoxy-pyridine수율 51.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

Lithium aluminum hydride (0.94 g, 25.4 mmol) was dissolved in 100 ml of absolute THF and added in a dropwise manner to a stirred solution of compound 8 (2.5 g, 12.82 mmol) in 20 ml of THF at 0° C. The mixture was stirred at 0° C. for 2 hr. Excess LiAlH4 was then destroyed with ethyl acetate. The combined organic phases were dried, filtered, and evaporated in vacuo to give compound 9 (1.1 g, 50% yield). It gave same analytic data as those of an authentic sample.

후처리

  1. customExcess LiAlH4 was then destroyed with ethyl acetate
  2. customThe combined organic phases were dried
  3. filtrationfiltered
  4. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-a4da9fc57b8547998211fad2d1f0b5b9
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616713

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