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

HRID 1992348ノート

反応式

HRID 1992348 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dd9b3e48c6614fb7a1406b10408b226b
出典データセット
uspto-grants-2010_01
特許番号
US07648985B2

反応ノート

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