Acetic Acid → 1-Acetyl-2-(4-iso-propylphenyl)-hydrazine

HRID 1604631노트

반응식

HRID 1604631 반응식
C(N=C=NCCCN(C)C)C.Cl.[CH:13]([C:16]1[CH:21]=[CH:20][C:19]([NH:22][NH2:23])=[CH:18][CH:17]=1)([CH3:15])[CH3:14].[C:24](O)(=[O:26])[CH3:25].O.ON1C2C=CC=CC=2N=N1>ClCCl.C(N(CC)CC)C>[C:24]([NH:23][NH:22][C:19]1[CH:20]=[CH:21][C:16]([CH:13]([CH3:15])[CH3:14])=[CH:17][CH:18]=1)(=[O:26])[CH3:25]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 2733248[4-(Propan-2-yl)phenyl]hydrazine hydrochlorideHCID 27960291-Hydroxybenzotriazole hydrate

생성물 1

HCID 196037571-Acetyl-2-(4-iso-propylphenyl)-hydrazine

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

실험 절차

1-Ethyl-3-(3'-dimethylamino-propyl)carbodiimide (5.87 ml) was added to a mixture of 4-isopropylphenylhydrazine hydrochloride (5.0 g), acetic acid (1.84 ml), triethylamine (3.73 ml) and 1-hydroxybenzotriazole hydrate (40.4 mg) in dichloromethane (50 ml) under ice-cooling and then the mixture was stirred overnight at room temperature. After removal of solvent by evaporation, the resulting residue was partitioned between diluted hydrochloric acid and ethyl acetate. The organic layer was washed successively with aqueous sodium hydrogen carbonate solution, water, and brine, and was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel and eluted with a mixture of dichloromethane and methanol. The fractions containing the objective compound were combined and concentrated under reduced pressure to give 1-acetyl-2-(4-iso-propylphenyl)-hydrazine (3.00 g).

후처리

  1. temperaturecooling
  2. customAfter removal of solvent
  3. customby evaporation
  4. customthe resulting residue was partitioned between diluted hydrochloric acid and ethyl acetate
  5. washThe organic layer was washed successively with aqueous sodium hydrogen carbonate solution, water, and brine
  6. dry with materialwas dried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. washeluted with a mixture of dichloromethane and methanol
  9. additionThe fractions containing the objective compound
  10. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-bd62da1252f84060be42300f23b98bf6
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05994378

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