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1,2-Difluorobenzene → HCID 21477972, 화합물

HRID 2374117
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HRID 2374117 반응식
C([Li])CCC.[F:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[F:13].[CH:14](=[O:23])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[Cl-].[NH4+]>C1COCC1>[F:6][C:7]1[C:8]([F:13])=[CH:9][CH:10]=[CH:11][C:12]=1[CH:14]([OH:23])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 97061,2-DifluorobenzeneHCID 25517Ammonium ChlorideHCID 31289NonanalHCID 178418339Butyllithium

생성물 1

HCID 21477972HCID 21477972, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Butyllithium (2.5 M in hexanes 52.5 ml, 0.131 mol) was added dropwise to a stirred, cooled (−78° C.) solution of difluorobenzene (12.0 g, 0.105 mol) in dry THF (400 ml) under a stream of dry nitrogen. The reaction mixture was maintained under these conditions for 2.5 h and a solution of nonanal (14.9 g, 0.105 mol) in dry THF (50 ml) was added dropwise at −78° C. The mixture was allowed to slowly reach room temperature overnight. Ammonium chloride solution (2M, 200 ml) was added and the product was extracted into ether (2×150 ml), the combined ethereal extracts were washed with water and dried (MgSO4). The solvent was removed in vacuo and the residue was distilled under reduced pressure to give a colourless oil.

후처리

  1. temperatureThe reaction mixture was maintained under these conditions for 2.5 h
  2. customwas allowed to slowly reach room temperature overnight
  3. extractionthe product was extracted into ether (2×150 ml)
  4. washthe combined ethereal extracts were washed with water
  5. dry with materialdried (MgSO4)
  6. customThe solvent was removed in vacuo
  7. distillationthe residue was distilled under reduced pressure
  8. customto give a colourless oil

출처 및 근거

ORD 기록
ord-bea9daa0aa9c4e17911f833deb936290
출처 데이터셋
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07462427B2

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