Bromobenzene → 1-Pentadecyl-3-phenoxybenzene

HRID 1593795

反応式

HRID 1593795 の反応式
[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]

参加物

6

反応物 4

HCID 7961BromobenzeneHCID 31374DimethylacetamideHCID 68146Hydrogenated cardanolHCID 5462222Potassium

生成物 1

HCID 177479091-Pentadecyl-3-phenoxybenzene

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
150 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-871dc23d10af4275b51cbfd6aafdb0a9
出典データセット
uspto-grants-2007_11
特許番号
US07297822B2

関連ノート

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