Toluene → 1-[(4-Chlorophenyl)methyl]-1-{4-[(prop-2-en-1-yl)oxy]phenyl}hydrazine

HRID 1590087노트

반응식

HRID 1590087 반응식
[NH2:1][NH2:2].CCN([CH2:8][CH3:9])CC.[Cl:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15]Cl)=[CH:13][CH:12]=1.CC[O:21][CH2:22]C.[C:24]1(C)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[Cl:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15][N:1]([C:24]2[CH:25]=[CH:26][C:27]([O:21][CH2:22][CH:8]=[CH2:9])=[CH:28][CH:29]=2)[NH2:2])=[CH:13][CH:12]=1

참가 물질

6

반응물 5

HCID 1140TolueneHCID 3283Diethyl EtherHCID 77231-Chloro-4-(chloromethyl)benzeneHCID 8471TriethylamineHCID 9321Hydrazine

생성물 1

HCID 149805221-[(4-Chlorophenyl)methyl]-1-{4-[(prop-2-en-1-yl)oxy]phenyl}hydrazine

실험 절차

To a suspension of the hydrazine of Step 1 (70 g) in toluene (1.2L) was added Et3N (107 mL) followed by 4-chlorobenzyl chloride (61 g). The resulting mixture was heated at reflux for 2 hours. The reaction mixture was cooled and Et2O (1.2L) was added. The triethylammonium hydrochloride salt was filtered off, and the filtrate concentrated under vacuum. The crude residue was purified by chromatography on a bed of silica gel eluting with hexane-EtOAc (6:4) to afford the pure title product as an oil.

후처리

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux for 2 hours
  3. temperatureThe reaction mixture was cooled
  4. filtrationThe triethylammonium hydrochloride salt was filtered off
  5. concentrationthe filtrate concentrated under vacuum
  6. customThe crude residue was purified by chromatography on a bed of silica gel eluting with hexane-EtOAc (6:4)

출처 및 근거

ORD 기록
ord-d7809d4972104e6b989fb449d12d26ae
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05202321

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