4-(3,3,3-Triphenylpropoxy)benzyl chloride → N,N,N-Trimethyl-[4-(3,3,3-triphenylpropoxy)phenyl]methylammonium chloride

HRID 363707

반응식

HRID 363707 반응식
[C:1]1([C:7]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:8][CH2:9][O:10][C:11]2[CH:18]=[CH:17][C:14]([CH2:15][Cl:16])=[CH:13][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:31][N:32]([CH3:34])[CH3:33].C(O)C>>[Cl-:16].[CH3:31][N+:32]([CH2:15][C:14]1[CH:17]=[CH:18][C:11]([O:10][CH2:9][CH2:8][C:7]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[CH:12][CH:13]=1)([CH3:34])[CH3:33]

참가 물질

3

반응물 2

HCID 544382564-(3,3,3-Triphenylpropoxy)benzyl chlorideHCID 86589564Trimethylamine ethanol

생성물 1

HCID 86751025N,N,N-Trimethyl-[4-(3,3,3-triphenylpropoxy)phenyl]methylammonium chloride

반응 조건

온도
80 °C

실험 절차

A suspension of 4-(3,3,3-triphenylpropoxy)benzyl chloride, prepared in example 28, (413 mg, 1.0 mmol) in commercial 33% trimethylamine-ethanol solution was sealed in a screw-topped culture tube and was heated to 80° C. for 24 hr. The mixture was cooled and the solvent evaporated, and the residue recrystallized from isopropanol-ethyl acetate to provide the title compound as a hydrate, a white powder, mp 224°-225° C. (dec). 1H NMR (CDCl3) δ 7.43 (d, J=8.7 Hz, 2H) 7.15-7.35 (m, 15H), 6.71 (d, J=8.7 Hz, 2H), 4.82 (s, 2H), 3.73 (t, J=7.7 Hz, 2H), 3.31 (s, 9H), 3.13 (t, J=7.7 Hz, 2H). Anal. calcd. for C31H34NO·C·1.5H2O: C, 74.60; H, 7.47; N, 2.81; Cl, 7.10. Found: C, 74.99; H, 7.49; N, 2.83; Cl, 7.07.

후처리

  1. customwas sealed in a screw-topped culture tube
  2. temperatureThe mixture was cooled
  3. customthe solvent evaporated
  4. customthe residue recrystallized from isopropanol-ethyl acetate

출처 및 근거

ORD 기록
ord-ee2eb7c09c0e4bc38e019c84c62cfb37
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05874436

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