1,8-Dibromooctane → 8-(4-Methylphenyl)octylbromide

HRID 22434

反応式

HRID 22434 の反応式
[Cl-].[Li+].Br[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Br:12].[CH3:13][C:14]1[CH:19]=[CH:18][C:17]([Mg]Br)=[CH:16][CH:15]=1>C1COCC1>[CH3:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Br:12])=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 783101,8-DibromooctaneHCID 433294Lithium ChlorideHCID 178418370HCID 178418370、化合物

生成物 1

HCID 199302628-(4-Methylphenyl)octylbromide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Lithium chloride (0.15 g, 3.5 mmol) and cupric chloride (0.3 g, 2.2 mmol) were added to THF (100 ml) and stirred for 1 hour 30 minutes. 1,8-Dibromooctane (37 g, 137 mmol) was then added. While keeping the temperature between 0° C. and 5° C., 4-methylphenyl magnesium bromide in THF (prepared from magnesium (2.3 g, 95 mmol) and 4-methylphenyl bromide (15.4 g, 90 mmol) in THF (150 ml)) was added over 1 hour, allowing the temperature to reach room temperature overnight. The reaction mixture was poured over concentrated hydrochloric acid/ice mixture and the product was extracted into ether. The ether was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulphate and evaporated to give an oil, which was distilled under vacuum to give 8-(4-methylphenyl)octylbromide as an oil, bp 128° at 0.2mm.

後処理

  1. additionwas added over 1 hour
  2. waitto reach room temperature overnight
  3. extractionthe product was extracted into ether
  4. washThe ether was washed with saturated sodium chloride solution
  5. dry with materialdried over anhydrous magnesium sulphate
  6. customevaporated
  7. customto give an oil, which
  8. distillationwas distilled under vacuum

出典と根拠

ORDレコード
ord-3c0ab915b7924fe2ab78fabd3f338f32
出典データセット
uspto-grants-1995_06
特許番号
US05428065

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