Benzyl Bromide → 1-Benzyl-2-[4-(diethylamino)styryl]pyridinium bromide

HRID 365126

反応式

HRID 365126 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:7].[CH2:8]([Br:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH2:16]([N:18]([CH2:27][CH3:28])[C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=1)[CH3:17].N1CCCCC1>C(O)(C)C.CO>[Br-:15].[CH2:8]([N+:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[CH:23][C:22]1[CH:25]=[CH:26][C:19]([N:18]([CH2:16][CH3:17])[CH2:27][CH3:28])=[CH:20][CH:21]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

7

反応物 4

HCID 7498Benzyl BromideHCID 79752-MethylpyridineHCID 8082PiperidineHCID 671144-(Diethylamino)benzaldehyde

生成物 1

HCID 704555301-Benzyl-2-[4-(diethylamino)styryl]pyridinium bromide収率 44.4%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 3776Isopropanol溶媒

反応条件

温度
100 °C

実験手順

2-Picoline (9.3 g, 0.1 mole) and benzyl bromide (17.1 g, 0.1 mole) were refluxed in isopropanol (50 ml) overnight. The solvent was evaporated giving an oil which was heated at 100° C. for six hours. The resulting crude oil (8.5 g, 0.032 mole) and 4-diethylaminobenzaldehyde (6.0 g, 0.033 mole) were refluxed in methanol (40 ml) in the presence of piperidine (0.2 ml) under nitrogen for three hours. On cooling dark-coloured crystals were obtained which were collected to give 1-benzyl-2-[4-(diethylamino)styryl]pyridinium bromide (6.2 g), melting point 231°-233° C.

後処理

  1. customThe solvent was evaporated
  2. customgiving an oil which
  3. temperatureOn cooling dark-coloured crystals
  4. customwere obtained which
  5. customwere collected

出典と根拠

ORDレコード
ord-d040665acb754439b3780d1ccacf8331
出典データセット
uspto-grants-1986_08
特許番号
US04608379

関連ノート

読み込み中…