Ethyl Acetate → 4-Dodecylamino-2-isopropyl-6-methylpyrimidine

HRID 14346

反応式

HRID 14346 の反応式
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH:9]([CH3:11])[CH3:10])[N:3]=1.[CH2:12]([NH2:24])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].C(OCC)(=O)C.[OH-].[Na+]>O1CCOCC1>[CH2:12]([NH:24][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH:9]([CH3:11])[CH3:10])[N:3]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 13583DodecylamineHCID 14798Sodium HydroxideHCID 33069074-Chloro-6-methyl-2-(propan-2-yl)pyrimidine

生成物 1

HCID 114613384-Dodecylamino-2-isopropyl-6-methylpyrimidine

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

反応条件

温度
109 °C

実験手順

79.2 g of 4-chloro-2-isopropyl-6-methylpyrimidine (464.1 mmol) are heated in 100 ml of dioxane at 100° C. A heated solution of 189.3 g of dodecylamine (1021 mmol, 2.2 eq) in 30 ml of dioxane is added dropwise thereto over the course of 2 hours, and the reaction mixture is further heated for 2 hours at 100° C. and for 9 hours at 109° C. After cooling, 400 ml of ethyl acetate and 150 ml of 4M sodium hydroxide solution (600 mmol) are added thereto and the mixture is stirred at 50° C. for 10 minutes. The lower, aqueous phase is discarded, the organic phase is washed with 300 ml of water, and 10 ml of saturated NaCl solution are added thereto. The organic phase is separated off and concentrated, and the excess dodecylamine is distilled in vacuo up to a bath temperature of 160° C. 136.1 g (91.8%); GC purity: 98%

後処理

  1. temperatureAfter cooling
  2. washthe organic phase is washed with 300 ml of water, and 10 ml of saturated NaCl solution
  3. additionare added
  4. customThe organic phase is separated off
  5. concentrationconcentrated
  6. distillationthe excess dodecylamine is distilled in vacuo up to a bath temperature of 160° C

出典と根拠

ORDレコード
ord-d25dfdaf51ad49f7b7db5ae3fc1691ba
出典データセット
uspto-grants-2010_06
特許番号
US07731985B2

関連ノート

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