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Ethylene Oxide → HCID 14472553、化合物

HRID 428159
ノート
印刷プレビュー

反応式

HRID 428159 の反応式
Br[C:2]1[O:7][C:6]2[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=2[O:4][CH:3]=1.C([Li])CCC.B(F)(F)F.[CH3:21][CH2:22][O:23]CC.C1OC1.[Cl-].[NH4+]>O1CCCC1>[O:7]1[C:6]2[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=2[O:4][CH:3]=[C:2]1[CH2:21][CH2:22][OH:23]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 6354Ethylene OxideHCID 8000Boron trifluoride etherateHCID 25517Ammonium ChlorideHCID 6114402-Bromo-1,4-benzodioxineHCID 178418339Butyllithium

生成物 1

HCID 14472553HCID 14472553、化合物

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

反応条件

温度
-78 °C

実験手順

3.73 g (17.5 mmol) of the compound obtained in Step A are dissolved in 90 ml of anhydrous tetrahydrofuran; the mixture is then cooled to −78° C. 16.4 ml (26.25 mmol) of n-butyllithium (1.6 M/hexane) are then slowly added to the solution; the reaction mixture is then stirred for 2 hours under argon at the same temperature. 2.2 ml (17.5 mmol) of boron trifluoride etherate and an excess of ethylene oxide are added in succession to the solution. After 30 minutes of stirring at −78° C., the reaction mixture is hydrolysed with a saturated ammonium chloride solution; the aqueous phase is then extracted with ethyl acetate. The organic phase, dried over magnesium sulphate and then filtered, is concentrated in vacuo. The title alcohol is obtained pure in the form of a clear oil after passage over a silica column (eluant:AcOEt/PE:20/80).

後処理

  1. stirringAfter 30 minutes of stirring at −78° C.
  2. extractionthe aqueous phase is then extracted with ethyl acetate
  3. dry with materialThe organic phase, dried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationis concentrated in vacuo

出典と根拠

ORDレコード
ord-4e018f0b1a244177a7d1353185c347d5
出典データセット
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06313160B1

反応ノート

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