Water → N-[3-(1-Hydroxyhexyl)phenyl]pyridine-2-carboxamide

HRID 414841노트

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HRID 414841 반응식
[CH:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[O:11])[CH:6]=[CH:7][CH:8]=1)=[O:2].[CH2:18]([Mg]Br)[CH2:19][CH2:20][CH2:21][CH3:22].O>O1CCCC1>[OH:2][CH:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[O:11])[CH:6]=[CH:7][CH:8]=1)[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

참가 물질

5

반응물 3

HCID 962WaterHCID 14349158N-(3-formyl-phenyl)pyridine-2-carboxamideHCID 178445865HCID 178445865, 화합물

생성물 1

HCID 14349159N-[3-(1-Hydroxyhexyl)phenyl]pyridine-2-carboxamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

The aldehyde (1.1 g) was dissolved in dry tetrahydrofuran, and cooled in an ice bath. To this cold solution was added dropwise, a solution of pentylmagnesium bromide (prepared from 1-bromopentane (1.9 g) and magnesium turnings (0.31 g) in dry ether). The reaction mixture was stirred at 0° C. for two hours, allowed to warm to room temperature and was carefully poured into cold water. The aqueous solution was extracted with ethyl acetate, and the organic extract was washed with aqueous ammonium chloride solution, brine and then dried over anhydrous magnesium sulfate. All volatilss were removed to leave a viscous liquid which quickly solidified on standing. This solid was crystallized from ethyl acetate/hexane to give pure product.

후처리

  1. temperaturecooled in an ice bath
  2. additionTo this cold solution was added dropwise
  3. temperatureto warm to room temperature
  4. extractionThe aqueous solution was extracted with ethyl acetate
  5. extractionthe organic extract
  6. washwas washed with aqueous ammonium chloride solution, brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customAll volatilss were removed
  9. customto leave a viscous liquid which
  10. customThis solid was crystallized from ethyl acetate/hexane
  11. customto give pure product

출처 및 근거

ORD 기록
ord-9abddd054c324cc0bb4643993a02d356
출처 데이터셋
uspto-grants-1988_12
특허 번호
US04794188

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