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Acetic Acid → HCID 15380922, 화합물

HRID 610772
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HRID 610772 반응식
[H-].[H-].C[CH2-].C[CH2-].[Na+].[Al+3].[CH:9]1([NH2:15])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.C[O:17][C:18](=O)[CH2:19][CH2:20][CH2:21][CH2:22][N:23]([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[CH2:24][CH2:25][O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[O:33][CH3:34].C(O)(=O)C>C1(C)C=CC=CC=1>[CH:9]1([NH:15][C:18](=[O:17])[CH2:19][CH2:20][CH2:21][CH2:22][N:23]([CH2:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH2:24][CH2:25][O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[O:33][CH3:34])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 7965CyclohexylamineHCID 87331Aluminate(1-), diethyldihydro-, sodium (1:1), (T-4)-HCID 15380921HCID 15380921, 화합물

생성물 1

HCID 15380922HCID 15380922, 화합물수율 47%

시약·촉매·용매 1

HCID 1140Toluene
용매
3회

반응 조건

온도
110 °C

실험 절차

A solution of sodium diethyldihydroaluminate (4.44 ml, 8.9 mmole) in a concentration of 2 moles per liter in toluene, is added to a solution of cyclohexylamine (1.76 g, 2.03 ml, 18 mmole) in anhydrous toluene (60 ml). The reaction mixture is heated to 110° C. for 1 hour, then a solution of methyl-5-[benzyl{2-(2-methoxyphenoxy)ethyl}amino]pentanoate (6 g, 16 mmole) in toluene (25 ml) is added dropwise. The mixture is heated under reflux for 3 hours and left for 18 hours at 20° C., then neutralised with a 10% solution of acetic acid. The organic phase is extracted then washed successively with a saturated solution of sodium hydrogen carbonate then with water. After drying over magnesium sulfate and evaporation of the solvents under reduced pressure, the product is purified by flash chromatography over silica gel in a mixture of ethyl acetate/heptane (2/1). 3.3 g (47%) of the desired product are obtained in the form of an oil.

후처리

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 3 hours
  3. extractionThe organic phase is extracted
  4. washthen washed successively with a saturated solution of sodium hydrogen carbonate
  5. dry with materialAfter drying over magnesium sulfate and evaporation of the solvents under reduced pressure
  6. customthe product is purified by flash chromatography over silica gel in a mixture of ethyl acetate/heptane (2/1)

출처 및 근거

ORD 기록
ord-770edc398db1457b94fddc89bc2351fa
출처 데이터셋
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05998666

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