Hydrochloric Acid → 3'',4''-Bis(diethoxyphosphoryl)-[2,2';5',2'';5'',2''';5''',2'''']-quinquethiophene

HRID 1662875ノート

反応式

HRID 1662875 の反応式
I[C:2]1[S:3][C:4](I)=[C:5]([P:15]([O:20][CH2:21][CH3:22])([O:17][CH2:18][CH3:19])=[O:16])[C:6]=1[P:7]([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])=[O:8].C([Sn]([C:37]1[CH:41]=[CH:40][S:39][C:38]=1[C:42]1[S:43][CH:44]=[CH:45][CH:46]=1)(CCCC)CCCC)CCC.Cl>CN(C=O)C.[Cu]Cl>[CH2:10]([O:9][P:7]([C:6]1[C:5]([P:15]([O:20][CH2:21][CH3:22])([O:17][CH2:18][CH3:19])=[O:16])=[C:4]([C:40]2[S:39][C:38]([C:42]3[S:43][CH:44]=[CH:45][CH:46]=3)=[CH:37][CH:41]=2)[S:3][C:2]=1[C:44]1[S:43][C:42]([C:38]2[S:39][CH:40]=[CH:41][CH:37]=2)=[CH:46][CH:45]=1)([O:12][CH2:13][CH3:14])=[O:8])[CH3:11]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 22634623TributylstannylbithiopheneHCID 866384112,5-Diiodo-3,4-bis(diethoxyphosphoryl)thiophene

生成物 1

HCID 591559243'',4''-Bis(diethoxyphosphoryl)-[2,2';5',2'';5'',2''';5''',2'''']-quinquethiophene

試薬・触媒・溶媒 2

HCID 62652Cuprous chloride触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

In DMF, 0.0971 g (0.159 mmols) of 2,5-diiodo-3,4-bis(diethoxyphosphoryl)thiophene and 0.0346 g (0.349 mmols) of commercially available copper(I) chloride were dissolved, to which 0.1744 g (0.383 mmols) of tributylstannylbithiophene was added at room temperature. Thereafter, the reaction mixture was heated to 80° C. and stirred for 12 hours. After the reaction, the reaction mixture was cooled down to room temperature, to which a 0.6 M hydrochloric acid aqueous solution was added, followed by extraction of the resulting product with ethyl acetate. The organic phase was washed with a saturated saline solution and dried over anhydrous sodium sulfate. The solvent was removed by distilling off under reduced pressure, and the resulting product was purified with a silica gel column (ethyl acetate:methanol=15:1) to obtain the specified substance 1. The results are shown in Table 12.

後処理

  1. additionwas added at room temperature
  2. customAfter the reaction
  3. additionwas added
  4. extractionfollowed by extraction of the resulting product with ethyl acetate
  5. washThe organic phase was washed with a saturated saline solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was removed
  8. distillationby distilling off under reduced pressure
  9. customthe resulting product was purified with a silica gel column (ethyl acetate:methanol=15:1)
  10. customto obtain the specified substance 1

出典と根拠

ORDレコード
ord-55830777472b4bd393e61b4135d7380c
出典データセット
uspto-grants-2011_10
特許番号
US08030438B2

反応ノート

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