Sodium Chloride → 5-[2-(3,4-Difluorophenyl)ethenyl]-2,2-dimethyl-3(2H)-furanone

HRID 359359

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HRID 359359 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=O.[CH3:11][C:12]1([CH3:19])[C:16](=[O:17])[CH:15]=[C:14]([CH3:18])[O:13]1.[OH-].[Na+].[Cl-].[Na+]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:18][C:14]2[O:13][C:12]([CH3:19])([CH3:11])[C:16](=[O:17])[CH:15]=2)[CH:7]=[CH:8][C:9]=1[F:10]

참가 물질

6

반응물 4

HCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 1370803(2H)-Furanone, 2,2,5-trimethyl-HCID 5880883,4-Difluorobenzaldehyde

생성물 1

HCID 541771085-[2-(3,4-Difluorophenyl)ethenyl]-2,2-dimethyl-3(2H)-furanone수율 50%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
50 °C

실험 절차

To a solution of 3,4-difluorobenzaldehyde (1.9 g, 13.2 mM) and 2,2,5-trimethyl-3(2H)-furanone (2.0 g, 15.9 mM) in ethanol (100 mL), was added 1N aqueous sodium hydroxide (1.6 mL, 1.6 mM). The reaction solution was heated at 50° C. for four hours. After the reaction solution was cooled to room temperature, saturated aqueous sodium chloride (400 mL) was added. The aqueous layer was extracted with diethyl ether (3×100 mL). The combined ethereal extracts were washed with saturated aqueous sodium chloride (50 mL), dried over MgSO4, filtered and concentrated to give a yellow solid. The crude product was triturated with 10% diethyl ether/pet. ether (50 mL) to give a pale yellow solid (1.66 g, 50% yield), m.p. 105°-106° C.

후처리

  1. temperatureAfter the reaction solution was cooled to room temperature
  2. extractionThe aqueous layer was extracted with diethyl ether (3×100 mL)
  3. washThe combined ethereal extracts were washed with saturated aqueous sodium chloride (50 mL)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give a yellow solid
  8. customThe crude product was triturated with 10% diethyl ether/pet. ether (50 mL)

출처 및 근거

ORD 기록
ord-1f12c2f9cdff4db7a48a19cf27fa8c64
출처 데이터셋
uspto-grants-1991_03
특허 번호
US05001126

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