Aniline → N,N-dihexadecylaniline

HRID 329353

反応式

HRID 329353 の反応式
N[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.I[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].C([N:28]([CH:31]([CH3:33])[CH3:32])[CH2:29][CH3:30])(C)C>C1(C)C=CC=CC=1>[CH2:9]([N:28]([CH2:29][CH2:30][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:2])[C:31]1[CH:32]=[CH:11][CH:10]=[CH:9][CH:33]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

参加物

5

反応物 3

HCID 6115AnilineHCID 110071-IodohexadecaneHCID 81531Diisopropylethylamine

生成物 1

HCID 5102033N,N-dihexadecylaniline収率 48%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

Aniline (0.93 g), 1-iodohexadecane (10.56 g) and diisopropylethylamine (2.58 g) were combined in 10 ml of toluene. The mixture was heated at about 100° C. for a period of three days. The mixture was chromatographed on a silica gel column using 1% ethyl acetate in hexane. The heavy crystalline mass that precipitated from solution was cooled, diluted with ether and filtered. The filtrate was concentrated to an oil and applied to a silica gel column. The oil was washed with 500 ml of hexane followed by 1% ethyl acetate in hexane. The dialkylated fractions were combined and evaporated to give 2.6 grams of product.

後処理

  1. customThe mixture was chromatographed on a silica gel column
  2. customThe heavy crystalline mass that precipitated from solution
  3. temperaturewas cooled
  4. additiondiluted with ether
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated to an oil
  7. washThe oil was washed with 500 ml of hexane
  8. customevaporated

出典と根拠

ORDレコード
ord-e85b1ee711064a0684646b2befec4d4a
出典データセット
uspto-grants-1990_01
特許番号
US04891324

関連ノート

読み込み中…