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

HRID 1036114ノート

反応式

HRID 1036114 の反応式
[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]

参加物

4

反応物 2

HCID 78391,2-DibromoethaneHCID 341772,5-Dibromophenol

生成物 1

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

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8f2c50bb3f874bdb85ad6f5f69a3578f
出典データセット
uspto-grants-2013_10
特許番号
US08546403B2

反応ノート

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