Ethyl bromoacetate → HCID 67315955, 화합물

HRID 1012566노트

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HRID 1012566 반응식
[CH2:1]([N:4]([CH2:19][CH2:20][CH3:21])[CH2:5][CH2:6][CH2:7][CH2:8][NH:9][CH2:10][C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=1)[CH2:2][CH3:3].C(=O)([O-])[O-].[K+].[K+].Br[CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31]>O1CCCC1>[CH2:19]([N:4]([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6][CH2:7][CH2:8][N:9]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([C:15]#[N:16])=[CH:17][CH:18]=1)[CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])[CH2:20][CH3:21]

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 15965417HCID 15965417, 화합물

생성물 1

HCID 67315955HCID 67315955, 화합물수율 76%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

13.4 g (46.6 mmol, 1.0 equivalent) of 4-[(4-dipropylaminobutyl)amino]methylbenzonitrile (2a) and 100 ml of tetrahydrofuran were charged in a 300 ml three-necked flask and dissolved. 7.76 g (56.1 mmol, 1.2 equivalents) of potassium carbonate and 8.20 g (49.1 mmol, 1.05 equivalents) of ethyl bromoacetate were added thereto at room temperature, the mixture was stirred at 60° C. for nine hours. After cooling the mixture to room temperature, salts were removed by filtration, and the solvent was concentrated. The residue was extracted with 250 ml of toluene and 250 ml of a 1N sodium hydroxide aqueous solution. The organic layer was washed with 250 ml of a saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate, and concentrated, thereby obtaining 13.2 g of 4-[(4-dipropylaminobutyl)ethoxycarbonylmethylamino]methylbenzonitrile (11) as an oily substance (yield: 76%).

후처리

  1. dissolutiondissolved
  2. temperatureAfter cooling the mixture to room temperature
  3. customsalts were removed by filtration
  4. concentrationthe solvent was concentrated
  5. extractionThe residue was extracted with 250 ml of toluene and 250 ml of a 1N sodium hydroxide aqueous solution
  6. washThe organic layer was washed with 250 ml of a saturated sodium chloride aqueous solution
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-06dbb2ca6b83494eb1f263c4d620b6d6
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977512B2

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