Water → 2-[3,4-Bis(difluoromethoxy)phenyl]ethanol

HRID 1992348노트

반응식

HRID 1992348 반응식
[F:1][CH:2]([F:16])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH2:11])=[CH:6][C:5]=1[O:12][CH:13]([F:15])[F:14].B.[OH2:18].[OH-].[Na+]>C1COCC1>[F:14][CH:13]([F:15])[O:12][C:5]1[CH:6]=[C:7]([CH2:10][CH2:11][OH:18])[CH:8]=[CH:9][C:4]=1[O:3][CH:2]([F:16])[F:1]

참가 물질

6

반응물 4

HCID 962WaterHCID 6331BoraneHCID 14798Sodium HydroxideHCID 685199461,2-Bis(difluoromethoxy)-4-vinylbenzene

생성물 1

HCID 685209252-[3,4-Bis(difluoromethoxy)phenyl]ethanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
60 °C

실험 절차

To a solution of 1,2-bis(difluoromethoxy)-4-vinylbenzene (10 g, 0.0431 mol; see step (iii) above) in 25 mL of THF was added, dropwise, borane-methyl sulfide complex (10 mmol; 10 mL of a 1 M solution in THF). The resulting mixture was stirred at 60° C. for 1 h, before being cooled to RT. Excess borane was decomposed by adding few drops of water and the resultant mixture refluxed for 1 h with 2 M NaOH (100 mL) 50% H2O2 (87 mL). The mixture was then extracted with dichloromethane, washed with water and then brine, and dried over sodium sulfate. Solvent evaporation under reduced pressure gave the sub-title compound as a pale yellow liquid. Yield: 6 g.

후처리

  1. temperaturebefore being cooled to RT
  2. extractionThe mixture was then extracted with dichloromethane
  3. washwashed with water
  4. dry with materialbrine, and dried over sodium sulfate
  5. customSolvent evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-dd9b3e48c6614fb7a1406b10408b226b
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07648985B2

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