Pyridine → 4'-Hydroxy-3-methyl[1,1'-biphenyl]-4-carbaldehyde oxime

HRID 1180341노트

반응식

HRID 1180341 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH:14]=O)=[C:10]([CH3:16])[CH:9]=2)=[CH:4][CH:3]=1.Cl.[NH2:18][OH:19].N1C=CC=CC=1>CO>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH:14]=[N:18][OH:19])=[C:10]([CH3:16])[CH:9]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 589785354'-Hydroxy-3-methyl[1,1'-biphenyl]-4-carbaldehyde

생성물 1

HCID 1363385954'-Hydroxy-3-methyl[1,1'-biphenyl]-4-carbaldehyde oxime수율 53.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 4′-hydroxy-3-methyl[1,1′-biphenyl]-4-carbaldehyde (310 mg, 1.46 mmol), hydroxylamine hydrochloride (203 mg, 2.92 mmol) and pyridine (236 ul, 2.92 mmol) in 15 mL absolute methanol was refluxed for 2.5 h. The solvent was removed under reduced pressure and the mixture was dissolved in ethyl acetate and water, extracted with ethyl acetate (×3), washed with brine, dried over sodium sulfate, and filtered. Evaporation of the solvent and purification by recrystallization (ethyl acetate, acetone and hexane) gave 177 mg (53%) of the title compound as a yellowish solid: mp 195-197° C.;

후처리

  1. temperaturewas refluxed for 2.5 h
  2. customThe solvent was removed under reduced pressure
  3. dissolutionthe mixture was dissolved in ethyl acetate
  4. extractionwater, extracted with ethyl acetate (×3)
  5. washwashed with brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customEvaporation of the solvent and purification
  9. customby recrystallization (ethyl acetate, acetone and hexane)

출처 및 근거

ORD 기록
ord-21fd4b15355241d69a6a548fdafd7108
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07279600B2

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