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Dichloromethane → 5-(3-Hydroxypropoxy)-2-nitrobenzaldehyde

HRID 1268660
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HRID 1268660 반응식
Br[CH2:2][CH2:3][CH2:4][OH:5].[OH:6][C:7]1[CH:8]=[CH:9][C:10]([N+:15]([O-:17])=[O:16])=[C:11]([CH:14]=1)[CH:12]=[O:13].C([O-])([O-])=O.[K+].[K+].C(Cl)Cl>C(#N)C>[N+:15]([C:10]1[CH:9]=[CH:8][C:7]([O:6][CH2:2][CH2:3][CH2:4][OH:5])=[CH:14][C:11]=1[CH:12]=[O:13])([O-:17])=[O:16]
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참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 392115-Hydroxy-2-nitrobenzaldehyde

생성물 1

HCID 226397485-(3-Hydroxypropoxy)-2-nitrobenzaldehyde수율 96%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

3-Bromo-1-propanol (3.34 g, 24 mmol) was refluxed in 80 ml of anhydrous acetonitrile with 5-hydroxy-2-nitrobenzaldehyde (3.34 g, 20 mmol), K2CO3 (3.5 g), and KI (100 mg) overnight (15 h). The reaction mixture was cooled to room temperature and 150 ml of methylene chloride was added. The mixture was filtered and the solid residue was washed with methylene chloride. The combined organic solution was evaporated to dryness and redissolved in 100 ml methylene chloride. The resulted solution was washed with saturated NaCl solution and dried over sodium sulfate. 4.31 g (96%) of desired product was obtained after removal of the solvent in vacuo.

후처리

  1. filtrationThe mixture was filtered
  2. washthe solid residue was washed with methylene chloride
  3. customThe combined organic solution was evaporated to dryness
  4. dissolutionredissolved in 100 ml methylene chloride
  5. washThe resulted solution was washed with saturated NaCl solution
  6. dry with materialdried over sodium sulfate

출처 및 근거

ORD 기록
ord-127bd18b2dec482d97f77796524b0478
출처 데이터셋
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07198893B1

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