1,2-Dibromoethane → 1,4-Dibromo-2-(2-bromoethoxy)benzene

HRID 874641

반응식

HRID 874641 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[OH:9].[Br:10][CH2:11][CH2:12]Br>[OH-].[Na+]>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[O:9][CH2:12][CH2:11][Br:10]

참가 물질

4

반응물 2

HCID 78391,2-DibromoethaneHCID 341772,5-Dibromophenol

생성물 1

HCID 114738351,4-Dibromo-2-(2-bromoethoxy)benzene수율 51.4%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

반응 조건

온도
80 °C

실험 절차

A mixture of 2,5-dibromophenol (134) (1.26 g, 5 mmol) and 1,2-dibromoethane (135) (431 μl, 5 mmol) in 5 ml 1N NaOH was stirred at 80° C. for 40 h. After cooling down, the reaction mixture was extracted with diethyl ether. Org. phase was washed with 1 N NaOH and brine subsequently. Org. phase was dried over sodium sulfate concentrated to give 922 mg (yield 51%, purity ca 90%) 1,4-dibromo-2-(2-bromoethoxy)benzene (136) as orange-red oil which was used directly for further reaction without purification.

후처리

  1. temperatureAfter cooling down
  2. extractionthe reaction mixture was extracted with diethyl ether
  3. washphase was washed with 1 N NaOH and brine subsequently
  4. dry with materialphase was dried over sodium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3d97d962c25e40d3ab3e26eae504835e
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08980629B2

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