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

HRID 1034291노트

반응식

HRID 1034291 반응식
Cl.[NH2:2][NH2:3].CCN([CH2:9][CH3:10])CC.[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16]Cl)=[CH:14][CH:13]=1.CC[O:22][CH2:23]C.[C:25]1(C)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][N:2]([C:25]2[CH:26]=[CH:27][C:28]([O:22][CH2:23][CH:9]=[CH2:10])=[CH:29][CH:30]=2)[NH2:3])=[CH:14][CH:13]=1

참가 물질

6

반응물 5

HCID 1140TolueneHCID 3283Diethyl EtherHCID 77231-Chloro-4-(chloromethyl)benzeneHCID 8471TriethylamineHCID 115031Hydrazinium chloride

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 hydrochloride of Step 1 (70 g) in toluene (1.2 L) 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 (1.2 L) 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-1d1977e11c334f1a9db5a5b9f98751fd
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05314900

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