Carbon tetrabromide → 1-Bromo-9-octadecene

HRID 1870852

반응식

HRID 1870852 반응식
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:20](O)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]/[CH:28]=[CH:29]\[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37].C(Br)(Br)(Br)[Br:40]>ClCCl>[Br:40][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH:28]=[CH:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 5284499Oleyl Alcohol

생성물 1

HCID 802021-Bromo-9-octadecene수율 88%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

This example is a method of synthesis for inventive compound no. 3508. Triphenylphosphine (5.24 g, 20 mmol) was added incrementally to a solution of oleyl alcohol (5.37 g, 20 mmol) and carbontetrabromide (6.63 g, 20 mmol) in 400 ml of dichloromethane, the resulting reaction mixture being stirred for an hour at room temperature. Removing the solvent under reduced pressure, left a residue, which was extracted with three 200 ml aliquots of hexane. Further purification by flash chromatography over silica gel using a hexane eluant produced 5.82 g of 1-bromo-9-octadecene (88% yield).

후처리

  1. customa method of synthesis for inventive compound no
  2. customthe resulting reaction mixture
  3. customRemoving the solvent under reduced pressure
  4. waitleft a residue, which
  5. extractionwas extracted with three 200 ml aliquots of hexane
  6. customFurther purification by flash chromatography over silica gel using a hexane eluant

출처 및 근거

ORD 기록
ord-bb3d4599c74f490f88957d0d47453e39
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06100271

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