Water → Cyclohexoxyacetic acid

HRID 860472

反応式

HRID 860472 の反応式
[H-].[Na+].[CH:3]1([OH:9])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.Br[CH2:11][C:12]([OH:14])=[O:13].O>O1CCCC1>[CH:3]1([O:9][CH2:11][C:12]([OH:14])=[O:13])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

参加物

6

反応物 4

HCID 962WaterHCID 6227Bromoacetic AcidHCID 7966CyclohexanolHCID 24758Sodium hydride

生成物 1

HCID 191994Cyclohexoxyacetic acid収率 84.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a suspension of 60% sodium hydride (8.79 g) in tetrahydrofuran (500 mL) was added cyclohexanol (10 g) and the mixture was stirred at 0° C. for 0.5 hour. To the mixture was added bromoacetic acid (13.9 g) under ice-water cooling and the mixture was heated under reflux for 2 hours. After adding water to the mixture and organic solvent was evaporated in vacuo. The aqueous solution was diluted with water, washed with ether, acidified with 1 N hydrochloric acid, and extracted with ether. The organic layer was separated, dried over magnesium sulfate, and evaporated in vacuo to give (cyclohexyloxy)acetic acid as colorless oil (13.3 g).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customwas evaporated in vacuo
  4. additionThe aqueous solution was diluted with water
  5. washwashed with ether
  6. extractionextracted with ether
  7. customThe organic layer was separated
  8. dry with materialdried over magnesium sulfate
  9. customevaporated in vacuo

出典と根拠

ORDレコード
ord-5f8eff3505af434ca1b4dde2b45961d9
出典データセット
uspto-grants-2006_12
特許番号
US07153854B2

関連ノート

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