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Water → HCID 18551278, 화합물

HRID 353202
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HRID 353202 반응식
[CH3:1][O:2][CH2:3][CH2:4][NH:5][CH2:6][C:7]1[CH:23]=[CH:22][C:10]([O:11][C:12]([CH3:21])([CH3:20])[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[CH:9][CH:8]=1.Br[CH2:25][C:26]([NH:28][C:29]1[CH:34]=[CH:33][C:32]([CH:35]2[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]2)=[CH:31][C:30]=1[CH3:41])=[O:27].C(=O)(O)[O-].[Na+].O>CN(C)C=O>[CH:35]1([C:32]2[CH:33]=[CH:34][C:29]([NH:28][C:26](=[O:27])[CH2:25][N:5]([CH2:6][C:7]3[CH:23]=[CH:22][C:10]([O:11][C:12]([CH3:21])([CH3:20])[C:13]([O:15][C:16]([CH3:18])([CH3:17])[CH3:19])=[O:14])=[CH:9][CH:8]=3)[CH2:4][CH2:3][O:2][CH3:1])=[C:30]([CH3:41])[CH:31]=2)[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

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6

반응물 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 22708147HCID 22708147, 화합물HCID 22708166HCID 22708166, 화합물

생성물 1

HCID 18551278HCID 18551278, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
90 °C

실험 절차

0.303 g (0.94 mmol) of tert-butyl 2-(4-{[(2-methoxyethyl)amino]methyl}phenoxy)-2-methylpropanoate (Example III-33) is initially charged in 5 ml of dimethylformamide. At room temperature, 0.319 g (1.03 mmol) of 2-bromo-N-(4-cyclohexyl-2-methylphenyl)acetamide (Example III-19) and 0.086 g (1.03 mmol) of sodium bicarbonate are added. The mixture is stirred at 90° C. for 2 hours. The reaction mixture is then allowed to cool, and water is added. The mixture is extracted with ethyl acetate and the organic phase is washed with water and saturated sodium chloride solution. The organic phase is dried over sodium sulphate and freed from the solvent under reduced pressure. The residue is purified chromatographically on silica gel (cyclohexane/ethyl acetate 3:1) and the product is dried under reduced pressure. This gives 0.464 g (90% of theory) of the title compound.

후처리

  1. customAt room temperature
  2. temperatureto cool
  3. extractionThe mixture is extracted with ethyl acetate
  4. washthe organic phase is washed with water and saturated sodium chloride solution
  5. dry with materialThe organic phase is dried over sodium sulphate
  6. customThe residue is purified chromatographically on silica gel (cyclohexane/ethyl acetate 3:1)
  7. customthe product is dried under reduced pressure

출처 및 근거

ORD 기록
ord-417d2fda5bab4ea3a2d26d211253e346
출처 데이터셋
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06750236B2

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