2-Tetralone → 2-Phenylnaphthalene

HRID 436677

反応式

HRID 436677 の反応式
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][C:2]1=O.[C:12]1([Mg]Br)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(OCC)C>[C:12]1([C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

4

反応物 2

HCID 682662-TetraloneHCID 178418255HCID 178418255、化合物

生成物 1

HCID 119342-Phenylnaphthalene

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
200 °C

実験手順

A mixture of 14.6 g. of 2-tetralone, 20 g. of phenyl magnesium bromide, and 200 ml. of diethyl ether is stirred for 4 hours and then refluxed for one hour. The mixture is acidified with the addition of 200 ml. of 1 N hydrochloric acid, filtered, and extracted with diethyl ether. The extracts are combined, washed with water to neutrality, filtered, dried and evaporated; unchanged 2-tetralone is removed by distillation. The residue, containing 2-phenyl-3,4-dihydronaphthalene is mixed with 25 g. of 5 percent palladium-on-charcoal catalyst; the resulting mixture is heated to 200° C for 6 hours, cooled, diluted with 250 ml. of chloroform, filtered, and evaporated to give 2-phenylnaphthalene.

後処理

  1. additionA mixture of 14.6 g
  2. temperaturerefluxed for one hour
  3. additionThe mixture is acidified with the addition of 200 ml
  4. filtrationof 1 N hydrochloric acid, filtered
  5. extractionextracted with diethyl ether
  6. washwashed with water to neutrality
  7. filtrationfiltered
  8. customdried
  9. customevaporated
  10. customunchanged 2-tetralone is removed by distillation
  11. additionThe residue, containing 2-phenyl-3,4-dihydronaphthalene
  12. additionis mixed with 25 g
  13. temperaturecooled
  14. additiondiluted with 250 ml
  15. filtrationof chloroform, filtered
  16. customevaporated

出典と根拠

ORDレコード
ord-1037fc4ccbb444a7b9f6bcd4a4d6cdc4
出典データセット
uspto-grants-1977_02
特許番号
US04009197

関連ノート

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