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

HRID 14346

반응식

HRID 14346 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

반응 조건

온도
109 °C

실험 절차

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%

후처리

  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

출처 및 근거

ORD 기록
ord-d25dfdaf51ad49f7b7db5ae3fc1691ba
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07731985B2

연결된 노트

불러오는 중…