Hydrochloric Acid → 1-(4-Chlorobenzyl)-1-(4-methoxyphenyl)hydrazine hydrochloride

HRID 77498

반응식

HRID 77498 반응식
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH2:11])=[CH:6][CH:5]=1.[Cl:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17]Cl)=[CH:15][CH:14]=1.C(N(C(C)C)CC)(C)C.Cl>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C(Cl)Cl.O.C(OCC)C.O1CCOCC1>[ClH:12].[Cl:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][N:10]([C:7]2[CH:8]=[CH:9][C:4]([O:3][CH3:2])=[CH:5][CH:6]=2)[NH2:11])=[CH:15][CH:14]=1

참가 물질

10

반응물 4

HCID 313Hydrochloric AcidHCID 77231-Chloro-4-(chloromethyl)benzeneHCID 81531DiisopropylethylamineHCID 27239044-Methoxyphenylhydrazine hydrochloride

생성물 1

HCID 189475691-(4-Chlorobenzyl)-1-(4-methoxyphenyl)hydrazine hydrochloride

시약·촉매·용매 5

HCID 74236Tetrabutylammonium Bromide촉매HCID 962Water용매HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매HCID 312751,4-Dioxane용매

실험 절차

A solution of 4-Methoxyphenylhydrazine hydrochloride (10.0 g, 57.3 mmol), 4-chlorobenzylchloride (9.2 g, 57.2 mmol), tetrabutylammonium bromide (30.7 g, 11.5 mmol), and diisopropylethylamine (20 mL, 115 mmol) in CH2Cl2 (250 mL) was stirred at room temperature for several days. The reaction mixture was diluted with water and the organic layer was dried over MgSO4, filtered, and concentrated. The residue was taken up in toluene (200 mL) and diethyl ether (100 mL), and 1 equivalent of 4N HCl in dioxane was added at 0° C. The mixture was stirred at room temperature for 2 hours, and then evaporated to dryness to give the desired product (C-1; X═Cl) as a purple solid.

후처리

  1. dry with materialthe organic layer was dried over MgSO4
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customevaporated to dryness

출처 및 근거

ORD 기록
ord-aa3a6fcfab7f4ae288aee51a9ed94b8b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841295B2

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