Dibenzothiophene → 1-(Dibenzo[b,d]thiophen-2-yl)ethan-1-one

HRID 1447555ノート

反応式

HRID 1447555 の反応式
[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].[C:18](Cl)(=[O:20])[CH3:19]>C(=S)=S>[C:18]([C:2]1[CH:3]=[CH:4][C:5]2[S:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[C:9]=2[CH:1]=1)(=[O:20])[CH3:19]

参加物

5

反応物 3

HCID 3023DibenzothiopheneHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 3120271-(Dibenzo[b,d]thiophen-2-yl)ethan-1-one

試薬・触媒・溶媒 1

HCID 6348Carbon Disulfide溶媒2 回

実験手順

Dibenzothiophene (18.4 g.) and anhydrous aluminium chloride (13.3 g.) were mechanically stirred in carbon disulphide (100 ml.) while acetyl chloride (7.85 g.) in carbon disulphide (20 ml.) was added dropwise over 0.5 hr. The temperature of the mixture rose to 30° C. After a total of 4 hr. stirring the mixture was poured on to ice and extracted with chloroform. The extract was washed with sodium bicarbonate solution, dried with magnesium sulphate, and evaporated. The residue was distilled under vacuum and a fraction, b.pt. 160°-180° C. at 0.6 mm. Hg, was extracted by boiling with ether, and the residue recrystallised twice from methanol to give colourless crystals of 2-acetyldibenzothiophene m.pt. 97°-100° C.

後処理

  1. additionwas added dropwise over 0.5 hr
  2. customrose to 30° C
  3. customAfter a total of 4 hr
  4. additionwas poured on to ice
  5. extractionextracted with chloroform
  6. washThe extract was washed with sodium bicarbonate solution
  7. dry with materialdried with magnesium sulphate
  8. customevaporated
  9. distillationThe residue was distilled under vacuum
  10. extractiona fraction, b.pt. 160°-180° C. at 0.6 mm. Hg, was extracted
  11. customthe residue recrystallised twice from methanol

出典と根拠

ORDレコード
ord-a91bd4f2913a4cb4aaf54c2128207ff5
出典データセット
uspto-grants-1979_12
特許番号
US04177257

反応ノート

読み込み中…