Bromobenzene → 1-Pentadecyl-3-phenoxybenzene

HRID 1593795

반응식

HRID 1593795 반응식
[K].[CH2:2]([C:17]1[CH:18]=[C:19]([OH:23])[CH:20]=[CH:21][CH:22]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].Br[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.CN(C)C(=O)C>O>[CH2:2]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:18]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

참가 물질

6

반응물 4

HCID 7961BromobenzeneHCID 31374DimethylacetamideHCID 68146Hydrogenated cardanolHCID 5462222Potassium

생성물 1

HCID 177479091-Pentadecyl-3-phenoxybenzene

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
150 °C

실험 절차

To a round bottom flask containing 111 g potassium salt of 3-pentadecylphenol (0.32 mol) was added 50.88 g (0.32 mol) of bromobenzene, followed by 2.22 g Cu powder (2 wt %) along with 150 ml N,N-dimethylacetamide. The reaction mixture was then heated at 150° C. for 8 hours. After completion of the reaction the obtained dark colored solution was poured into 500 ml water; the Cu salts were removed by filtration; The filtrate was extracted with ethyl acetate, thoroughly washed with water followed by saturated aqueous sodium chloride solution and dried over sodium sulfate. Solvent evaporation yielded crude 1-pentadecyl-3-phenoxy benzene. Pure 1-pentadecyl-3-phenoxy benzene was obtained after silica gel (60-120 mesh) column chromatography (pet ether) 70 g (57% of the theoretical).

후처리

  1. customAfter completion of the reaction the obtained dark colored solution
  2. customthe Cu salts were removed by filtration
  3. extractionThe filtrate was extracted with ethyl acetate
  4. washthoroughly washed with water
  5. dry with materialdried over sodium sulfate
  6. customSolvent evaporation
  7. customyielded crude 1-pentadecyl-3-phenoxy benzene

출처 및 근거

ORD 기록
ord-871dc23d10af4275b51cbfd6aafdb0a9
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07297822B2

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