Water → ((cyclohex-2-enyloxy)methyl)benzene

HRID 74985

反応式

HRID 74985 の反応式
[CH:1]1([OH:7])[CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1.[H-].[Na+].[CH2:10](Br)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.O>C1COCC1.CCOCC>[CH:1]1([O:7][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1

参加物

7

反応物 4

HCID 962WaterHCID 7498Benzyl BromideHCID 131982-Cyclohexen-1-OLHCID 24758Sodium hydride

生成物 1

HCID 10867111((cyclohex-2-enyloxy)methyl)benzene

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
50 °C

実験手順

A solution of cyclohex-2-en-1-ol (10.0 g, 101.9 mmol) in anhydrous THF (100 mL) was added to a stirred suspension containing sodium hydride (8.0 g, 199.7 mmol) (60% dispersion in oil) and benzyl bromide in anhydrous THF (250 mL) maintained at 50° C. The resulting solution was stirred at 55-60° C. for 18 h. After cooling to ambient temperature, water was added to quench the reaction and the mixture was diluted with ether (500 mL). The organic phase was separated, dried (Na2SO4), filtered and concentrated in vacuo to an oil that was subjected to a short silica plug filtration to provide 16.1 g of desired product 51a that was used directly in the next step without further purification.

後処理

  1. temperatureAfter cooling to ambient temperature
  2. customto quench
  3. customthe reaction
  4. customThe organic phase was separated
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo to an oil that
  8. filtrationwas subjected to a short silica plug filtration

出典と根拠

ORDレコード
ord-4551983249644db0ac1b7f9159ed7a96
出典データセット
uspto-grants-2014_09
特許番号
US08829007B2

関連ノート

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