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Ethylene Oxide → HCID 14472553, 화합물

HRID 428159
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HRID 428159 반응식
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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

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

생성물 1

HCID 14472553HCID 14472553, 화합물

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

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온도
-78 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-4e018f0b1a244177a7d1353185c347d5
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06313160B1

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