Carbon tetrabromide → 1-Bromo-9-octadecene

HRID 1870852

反応式

HRID 1870852 の反応式
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]

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 5284499Oleyl Alcohol

生成物 1

HCID 802021-Bromo-9-octadecene収率 88%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-bb3d4599c74f490f88957d0d47453e39
出典データセット
uspto-grants-2000_08
特許番号
US06100271

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