Ethanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)- → 4-(2,6,6-Trimethyl-cyclohex-3-enyl)-pyrimidine

HRID 1042408노트

반응식

HRID 1042408 반응식
[CH3:1][CH:2]1[CH:7]=[CH:6][CH2:5][C:4]([CH3:9])([CH3:8])[CH:3]1[C:10](=O)[CH3:11].[C:13](O)(=O)C.[CH:17]([NH2:19])=[NH:18]>C(O)CCC>[CH3:1][CH:2]1[CH:7]=[CH:6][CH2:5][C:4]([CH3:9])([CH3:8])[CH:3]1[C:10]1[CH:11]=[CH:13][N:19]=[CH:17][N:18]=1

참가 물질

4

반응물 2

HCID 117287Ethanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-HCID 160693Formamidine acetate

생성물 1

HCID 709269524-(2,6,6-Trimethyl-cyclohex-3-enyl)-pyrimidine

시약·촉매·용매 1

HCID 2631-Butanol용매

반응 조건

온도
130 °C

실험 절차

A 100 mL reaction flask is charged with 1-(2,6,6-trimethyl-cyclohex-3-enyl)-ethanone (10 g, 0.06 mol, commercially available at IFF), formamidine acetate (31 g, 0.3 mol), and butanol (50 mL). The reaction mixture is heated to 130° C. and stirred for 24 hours. The crude mass is washed once with aqueous sulfuric acid (10%, 100 mL) followed by twice with brine (30 mL). Butanol is recovered by roto-evaporation. The crude product is further purified with liquid chromatography (Biotage® system) and then crystallized. Product 4-(2,6,6-trimethyl-cyclohex-3-enyl)-pyrimidine (˜10 g) is obtained.

후처리

  1. customA 100 mL reaction flask
  2. washThe crude mass is washed once with aqueous sulfuric acid (10%, 100 mL)
  3. customButanol is recovered by roto-evaporation
  4. customThe crude product is further purified with liquid chromatography (Biotage® system)
  5. customcrystallized

출처 및 근거

ORD 기록
ord-a1727489154b4c70a8df947aa6efc84a
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08557876B2

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