Sodium borohydride → (6-o-Tolylpyridin-3-yl)methanol

HRID 2220254노트

반응식

HRID 2220254 반응식
[C:1]1([CH3:15])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:14]=[CH:13][C:10]([CH:11]=[O:12])=[CH:9][N:8]=1.[BH4-].[Na+]>C(O)C>[C:1]1([CH3:15])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[N:8]=[CH:9][C:10]([CH2:11][OH:12])=[CH:13][CH:14]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 247296626-(2-Methylphenyl)pyridine-3-carbaldehyde

생성물 1

HCID 24729916(6-o-Tolylpyridin-3-yl)methanol수율 100%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 1.070 g (5.43 mmol) of 6-o-tolylnicotinaldehyde in 19 mL of ethanol at 0-5° C., was added 287 mg (7.5 mmol, 1.4 eq.) of sodium borohydride. After 2 h, the reaction mixture was quenched with saturated sodium bicarbonate solution and, after 30 min, partitioned between dichloromethane and brine. The organic extract was dried over magnesium sulfate and concentrated to give the indicated product as a colorless oil, 1.08 g, 100% yield.

후처리

  1. customthe reaction mixture was quenched with saturated sodium bicarbonate solution and, after 30 min
  2. custompartitioned between dichloromethane and brine
  3. extractionThe organic extract
  4. dry with materialwas dried over magnesium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f84e07ea282143728995f2f0f4a60e0a
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07417028B2

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