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Phenol → HCID 522791, 화합물

HRID 2377252
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HRID 2377252 반응식
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[Br:15][C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=1)[C:19](Cl)=[O:20]>C(OCC)C>[Br:15][C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=1)[C:19]([O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:20]
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반응물 3

HCID 996PhenolHCID 8471TriethylamineHCID 74377Benzoyl chloride, 3-bromo-

생성물 1

HCID 522791HCID 522791, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of phenol (2.3 g, 24.4 mmol) and triethylamine (3.2 g, 32 mmol) in diethyl ether (150 mL) was slowly added 3-bromobenzoyl chloride (5 g, 22.8 mmol) and the mixture was heated to reflux for about 1 hour. The mixture was cooled, filtered, and the filtrate was successively washed with water, 0.2N hydrochloric acid, and saturated aqueous sodium carbonate. The organic layer was dried (MgSO4), filtered, and concentrated under vacuum. The residue was triturated with hexane and dried under vacuum to provide the desired product. 1H NMR (500 MHz, CDCl3) δ 7.22 (m, 3H), 7.42 (m, 3H), 7.79 (d, J=8 Hz, 1H), 8.15 (d, J=8 Hz, 1H), 8.37 (br s, 1H).

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for about 1 hour
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. washthe filtrate was successively washed with water, 0.2N hydrochloric acid, and saturated aqueous sodium carbonate
  6. dry with materialThe organic layer was dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated under vacuum
  9. customThe residue was triturated with hexane
  10. customdried under vacuum

출처 및 근거

ORD 기록
ord-9a01196cb00b4bf9944c4181f39927d8
출처 데이터셋
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07468371B2

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