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

HRID 1025252노트

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HRID 1025252 반응식
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]

참가 물질

5

반응물 3

HCID 244Benzyl AlcoholHCID 69585Ethyl bromodifluoroacetateHCID 178418922HCID 178418922, 화합물

생성물 1

HCID 10378165Benzyl 2-bromo-2,2-difluoroacetate수율 58%

시약·촉매·용매 1

HCID 8058Hexane용매

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온도
0 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-9264c0c0b74e4c7eb3037507ccd5ffd2
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08728706B2

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