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Potassium Carbonate → HCID 57570851, 화합물

HRID 1695308
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HRID 1695308 반응식
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([OH:11])[CH:6]=[C:7]([CH2:9][OH:10])[CH:8]=1.Br[CH2:13][CH2:14][CH2:15][N:16]1[C:20](=[O:21])[C:19]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]2[C:17]1=[O:26].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:17]1(=[O:26])[N:16]([CH2:15][CH2:14][CH2:13][O:11][C:5]2[CH:4]=[C:3]([CH2:2][OH:1])[CH:8]=[C:7]([CH2:9][OH:10])[CH:6]=2)[C:20](=[O:21])[C:19]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 21611N-3-BromopropylphthalimideHCID 15194153,5-Di(hydroxymethyl)phenol

생성물 1

HCID 57570851HCID 57570851, 화합물수율 27.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

3,5-Bis-hydroxymethylphenol (Felder, D.; Gutierrez Nava, M.; del Pilar Carreon, M.; Eckert, J. F.; Luccisano, M.; Schall, C.; Masson, P.; Gallani, J. L.; Heinrich, B.; Guillon, D.; Nierengarten, J. F. Helv. Chimica Acta 2002, 85, 288) (2.35 g), N-(3-bromo-propyl)-phthalimide (4.49 g) and potassium carbonate (10.53 g) were mixed in acetonitrile (25 mL) and refluxed for 12 h. The reaction mixture was cooled to room temperature and the solvent removed under reduced pressure. The residue was redissolved in dichloromethane and the insoluble residue filtered off. The filtrate was washed with water, dried over magnesium sulfate, and concentrated in vacuo to a residue. The residue was purified by silica gel chromatography (Merck SuperVarioPrep 90 g column, Si60 15-40 μm), eluted with methanol/dichloromethane, 4:96 to give 5-(3-phthalimido-propyloxy)-1,3-bis-(hydroxymethyl)benzene (1.45 g):

후처리

  1. temperaturerefluxed for 12 h
  2. customthe solvent removed under reduced pressure
  3. dissolutionThe residue was redissolved in dichloromethane
  4. filtrationthe insoluble residue filtered off
  5. washThe filtrate was washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated in vacuo to a residue
  8. customThe residue was purified by silica gel chromatography (Merck SuperVarioPrep 90 g column, Si60 15-40 μm)
  9. washeluted with methanol/dichloromethane, 4:96

출처 및 근거

ORD 기록
ord-2f2bebf98ff64f6792c40966da0f8e0d
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08163736B2

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