N,N-Dimethylaniline → 2-Amino-4-nonadecylpyridine

HRID 1159739

반응식

HRID 1159739 반응식
[CH2:1]([C:20]1[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[NH2-].[Na+].C[N:29](C)C1C=CC=CC=1>O>[NH2:29][C:24]1[CH:25]=[C:20]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH:21]=[CH:22][N:23]=1

참가 물질

5

반응물 3

HCID 949N,N-DimethylanilineHCID 24533Sodium amideHCID 45203574-Nonadecylpyridine

생성물 1

HCID 686447652-Amino-4-nonadecylpyridine수율 45%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
150 °C

실험 절차

A mixture of 0.5 molar portion of 4-nonadecylpyridine, 0.59 mole of sodium amide and 1.18 moles of N,N-dimethylaniline was heated at 150° C. for six hours. The reaction mixture, after cooling, was poured into water, and the dimethylaniline layer was separated and dried over anhydrous potassium carbonate. After removal of the solvent in vacuo the residue was stirred in petroleum ether and crystallized from ethyl acetate/ligroin. Yield 45%. Anal. Calcd for C24H44N2: C, 79.93; H, 12.30; N, 7.77. Found: C, 79.63; H, 12.40; N, 7.60. MS (ESIMS): m/z: 360.4.

후처리

  1. temperatureThe reaction mixture, after cooling
  2. customthe dimethylaniline layer was separated
  3. dry with materialdried over anhydrous potassium carbonate
  4. customAfter removal of the solvent in vacuo the residue
  5. customcrystallized from ethyl acetate/ligroin

출처 및 근거

ORD 기록
ord-f71c753aafd84fbca5eed29db5194c11
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812251B2

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