Hexane → HCID 21973146, 화합물

HRID 1814825노트

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HRID 1814825 반응식
[Cl-:1].[NH4+:2].C[Al](C)C.CCCCCC.[CH2:13]([O:20][C:21]1[CH:22]=[CH:23][C:24]([O:29][CH2:30][CH3:31])=[C:25]([CH:28]=1)[C:26]#[N:27])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C1(C)C=CC=CC=1.ClCCl>[ClH:1].[CH2:13]([O:20][C:21]1[CH:28]=[C:25]([C:24]([O:29][CH2:30][CH3:31])=[CH:23][CH:22]=1)[C:26]([NH2:2])=[NH:27])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

참가 물질

7

반응물 4

HCID 8058HexaneHCID 25517Ammonium ChlorideHCID 16682925TrimethylaluminumHCID 219731695-Benzyloxy-2-ethoxybenzonitrile

생성물 1

HCID 21973146HCID 21973146, 화합물

시약·촉매·용매 2

HCID 1140Toluene용매HCID 6344Dichloromethane용매

반응 조건

온도
2.5 °C

실험 절차

46.46 g of ammonium chloride (868.5 mol) are suspended in 650 ml of toluene, and the mixture is cooled to 0-5° C. Trimethylaluminum is added dropwise as a 2M solution in hexane (445 ml, 888.3 mmol), and the mixture is then stirred at room temperature until the evolution of gas has ceased. 5-Benzyloxy-2-ethoxybenzonitrile (100 g, 394.8 mmol) (example 32A) is added, and the mixture is stirred at 80° C. overnight. The cooled reaction mixture is, with ice-cooling, added to a suspension of 200 g of silica gel and 2 l of dichloromethane, and the mixture is stirred for 30 min. The mixture is filtered off with suction and the filter cake is washed with methanol. The organic phases are combined and concentrated. The resulting residue is triturated using a mixture of dichloromethane/methanol 9:1, filtered and concentrated using a rotary evaporator. The residue is then triturated with ether, and the colorless solid is filtered off with suction.

후처리

  1. stirringthe mixture is stirred at 80° C. overnight
  2. customThe cooled reaction mixture
  3. temperaturecooling
  4. stirringthe mixture is stirred for 30 min
  5. filtrationThe mixture is filtered off with suction
  6. washthe filter cake is washed with methanol
  7. concentrationconcentrated
  8. customThe resulting residue is triturated
  9. additiona mixture of dichloromethane/methanol 9:1
  10. filtrationfiltered
  11. concentrationconcentrated
  12. customa rotary evaporator
  13. customThe residue is then triturated with ether
  14. filtrationthe colorless solid is filtered off with suction

출처 및 근거

ORD 기록
ord-d58d186105994bd6961aacecc5b80d80
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06878708B2

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