Hexane → HCID 21973146、化合物

HRID 11261ノート

反応式

HRID 11261 の反応式
[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

参加物

7

反応物 4

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

生成物 1

HCID 21973146HCID 21973146、化合物

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒

実験手順

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 dicloromethane/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.

後処理

  1. temperaturethe mixture is cooled to 0–5° C
  2. stirringthe mixture is stirred at 80° C. overnight
  3. customThe cooled reaction mixture
  4. temperaturecooling
  5. stirringthe mixture is stirred for 30 min
  6. filtrationThe mixture is filtered off with suction
  7. washthe filter cake is washed with methanol
  8. concentrationconcentrated
  9. customThe resulting residue is triturated
  10. additiona mixture of dicloromethane/methanol 9:1
  11. filtrationfiltered
  12. concentrationconcentrated
  13. customa rotary evaporator
  14. customThe residue is then triturated with ether
  15. filtrationthe colorless solid is filtered off with suction

出典と根拠

ORDレコード
ord-b97f90e65b064970a2b84bf42bde3570
出典データセット
uspto-grants-2006_08
特許番号
US07098207B2

反応ノート

読み込み中…