Hydrochloric Acid → Dibenzo(fg,qr)pentacene

HRID 347602

反応式

HRID 347602 の反応式
Br[C:2]1[C:3]2[C:8]([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[CH:15]=1)=[CH:7][CH:6]=[CH:5][CH:4]=2.[Cl-].[Al+3].[Cl-].[Cl-].Cl>C1C=CC=CC=1>[CH:2]1[C:3]2=[C:8]3[C:10]([C:9]4[CH:14]=[CH:15][CH:2]=[C:3]5[C:8]=4[C:7]2=[CH:6][C:5]2[CH:4]=[CH:5][CH:6]=[CH:7][C:4]5=2)=[CH:11][C:12]2[CH:13]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]3=[CH:14][CH:15]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 113099-BromophenanthreneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 136023Dibenzo(fg,qr)pentacene収率 3.5%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a stirred solution of 9-bromophenanthrene (50 g) in benzene (250 mL) was added solid aluminum chloride (50 g) gradually in portions. After the addition was complete, the mixture was heated at reflux for one hour, then cooled to ambient temperature. A slow addition of 2N HCl (250 mL) was then made (caution: exothermic). The resultant mixture was heated to reflux for an hour. Once cooled the mixture was filtered. The crude solid was washed with several portions of water and air-dried. The black solid (13.5 g) was placed in a soxhlet extractor and extracted with hot THF. The concentrated extracts were sublimed under a nitrogen flow at 300° C. and 640 mTorr to provide 1.2 g of dibenzo[b,k]perylene. The sample was pure by HPLC analysis (Keystone PAH, 5 micron, 100×3 mm).

後処理

  1. additionAfter the addition
  2. temperaturethe mixture was heated
  3. temperatureat reflux for one hour
  4. temperatureto reflux for an hour
  5. temperatureOnce cooled the mixture
  6. filtrationwas filtered
  7. washThe crude solid was washed with several portions of water
  8. customair-dried
  9. extractionextracted with hot THF
  10. customat 300° C.

出典と根拠

ORDレコード
ord-e67260151475429cb05449b56e7e20f6
出典データセット
uspto-grants-2007_02
特許番号
US07175922B2

関連ノート

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