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

HRID 22434

반응식

HRID 22434 반응식
[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

참가 물질

5

반응물 3

HCID 783101,8-DibromooctaneHCID 433294Lithium ChlorideHCID 178418370HCID 178418370, 화합물

생성물 1

HCID 199302628-(4-Methylphenyl)octylbromide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3c0ab915b7924fe2ab78fabd3f338f32
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428065

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