3-Bromo-4-methylpyridine-2-carbaldehyde → 1-(3-Bromo-4-methylpyridin-2-yl)ethanol

HRID 1502461노트

반응식

HRID 1502461 반응식
[CH3:1][Mg]Cl.[Br:4][C:5]1[C:6]([CH:12]=[O:13])=[N:7][CH:8]=[CH:9][C:10]=1[CH3:11]>C1COCC1>[Br:4][C:5]1[C:6]([CH:12]([OH:13])[CH3:1])=[N:7][CH:8]=[CH:9][C:10]=1[CH3:11]

참가 물질

4

반응물 2

HCID 866749793-Bromo-4-methylpyridine-2-carbaldehydeHCID 178418332HCID 178418332, 화합물

생성물 1

HCID 679748401-(3-Bromo-4-methylpyridin-2-yl)ethanol수율 92%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-15 °C

실험 절차

Methylmagnesium chloride (3.0 mol/L) in THF (0.17 mL, 0.525 mmol) was added dropwise to a solution of 3-bromo-4-methyl-pyridine-2-carbaldehyde (100 mg, 0.50 mmol) in THF (2 mL) cooled at −15° C. After 5 min, the reaction was quenched with a few drops of saturated aqueous ammonium chloride solution. The reaction mixture was diluted with ethyl acetate (25 mL) and washed with water (5 mL). The organic layer was separated, dried over sodium sulfate, filtered and concentrated in vacuo to provide the title compound as a yellow oil (100 mg, 92%), which was used in subsequent steps without further purification.

후처리

  1. customthe reaction was quenched with a few drops of saturated aqueous ammonium chloride solution
  2. additionThe reaction mixture was diluted with ethyl acetate (25 mL)
  3. washwashed with water (5 mL)
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-40ba4459b953430f80391996aa2385d2
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206175B2

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