Benzyl Alcohol → Benzyl 2-bromo-2,2-difluoroacetate

HRID 1025252ノート

反応式

HRID 1025252 の反応式
C(O[K])(C)(C)C.[Br:7][C:8]([F:15])([F:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10].C(O)[C:17]1[CH:22]=[CH:21]C=[CH:19][CH:18]=1>CCCCCC>[Br:7][C:8]([F:15])([F:14])[C:9]([O:11][CH2:12][C:13]1[CH:21]=[CH:22][CH:17]=[CH:18][CH:19]=1)=[O:10]

参加物

5

反応物 3

HCID 244Benzyl AlcoholHCID 69585Ethyl bromodifluoroacetateHCID 178418922HCID 178418922、化合物

生成物 1

HCID 10378165Benzyl 2-bromo-2,2-difluoroacetate収率 58%

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

反応条件

温度
0 °C

実験手順

1.60 g (14 mmol) of t-butoxypotassium was added to a solution prepared by dissolving 20.30 g (0.1 mol) of ethyl 2-bromo-2,2-difluoroacetate in 140 ml of benzyl alcohol and 1200 ml of hexane at 0° C. in a nitrogen atmosphere. The mixture was stirred at 0° C. for 1 hour. After confirming disappearance of the raw materials by thin-layer chromatography (TLC), the reaction was terminated by adding 120 ml of concentrated hydrochloric acid. The mixture was washed twice with water, washed twice with a saturated sodium chloride solution, and dried over anhydrous sodium sulfate. After evaporating the solvent under reduced pressure, the product was purified by column chromatography to obtain 15.37 g of benzyl 2-bromo-2,2-difluoroacetate shown by the following formula (yield: 58%).

後処理

  1. customprepared
  2. customthe reaction was terminated
  3. additionby adding 120 ml of concentrated hydrochloric acid
  4. washThe mixture was washed twice with water
  5. washwashed twice with a saturated sodium chloride solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. customAfter evaporating the solvent under reduced pressure
  8. customthe product was purified by column chromatography

出典と根拠

ORDレコード
ord-9264c0c0b74e4c7eb3037507ccd5ffd2
出典データセット
uspto-grants-2014_05
特許番号
US08728706B2

反応ノート

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