9-Bromomethylanthracene → Lepidopterene

HRID 1249301

反応式

HRID 1249301 の反応式
Br[CH2:2][C:3]1[C:4]2[C:9]([CH:10]=[C:11]3[C:16]=1[CH:15]=[CH:14][CH:13]=[CH:12]3)=[CH:8][CH:7]=[CH:6][CH:5]=2.O1[CH2:22][CH2:21]OCC1>CO>[CH2:2]1[C:2]23[C:21]4[C:22](=[CH:12][CH:13]=[CH:14][CH:15]=4)[CH:5]([CH2:6][C:10]42[C:9]2[C:4]([CH:3]1[C:16]1[C:11]4=[CH:12][CH:13]=[CH:14][CH:15]=1)=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:4]1[C:3]3=[CH:16][CH:11]=[CH:10][CH:9]=1

参加物

4

反応物 2

HCID 170199-BromomethylanthraceneHCID 312751,4-Dioxane

生成物 1

HCID 11361068Lepidopterene収率 18%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

9-(bromomethyl)anthracene (4 gm., 14.8 mmoles) was dissolved in 200 ml. of dioxane at 70° C. under nitrogen. With the addition of powdered stannous chloride dihydrate (3.2 gm., 14 mmoles), the solution turned orange brown. Coloration faded in a few minutes and the reaction mixture was allowed to stand at 70° C. for another half hour and then was diluted with an equal volume of methanol. The crude yellow-green precipitate was filtered and then dissolved in methylene chloride and the methylene chloride solution filtered to remove undissolved material. The solution was decolored and the lepidopterene reprecipitated from the methylene chloride solution by the addition of methanol to obtain 1 gm. (2.6 mmoles) of the colorless, crystalline solid (18% yield).

後処理

  1. customat 70° C.
  2. waitColoration faded in a few minutes
  3. filtrationThe crude yellow-green precipitate was filtered
  4. dissolutiondissolved in methylene chloride
  5. filtrationthe methylene chloride solution filtered
  6. customto remove undissolved material
  7. customthe lepidopterene reprecipitated from the methylene chloride solution by the addition of methanol
  8. customto obtain 1 gm

出典と根拠

ORDレコード
ord-cab4a1f7d52b447ebc32a143d370545f
出典データセット
uspto-grants-1986_12
特許番号
US04629821

関連ノート

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