Sodium phosphate (Na3(PO4)2) → 3-(Butoxyphosphoryl)-5-(tributylstannyl)-thiophene

HRID 1662891ノート

反応式

HRID 1662891 の反応式
[CH2:1]([O:5][P:6]([C:13]1[CH:17]=[C:16]([Sn:18]([CH2:27][CH2:28][CH2:29][CH3:30])([CH2:23][CH2:24][CH2:25][CH3:26])[CH2:19][CH2:20][CH2:21][CH3:22])[S:15][C:14]=1[Sn](CCCC)(CCCC)CCCC)(OCCCC)=[O:7])[CH2:2][CH2:3][CH3:4].C([Li])CCC.P([O-])([O-])(O)=O.[Na+].[Na+].P([O-])(O)(O)=O.[Na+]>C1COCC1>[CH2:1]([O:5][P:6](=[C:13]1[CH:17]=[C:16]([Sn:18]([CH2:27][CH2:28][CH2:29][CH3:30])([CH2:23][CH2:24][CH2:25][CH3:26])[CH2:19][CH2:20][CH2:21][CH3:22])[S:15][CH2:14]1)=[O:7])[CH2:2][CH2:3][CH3:4]

参加物

5

反応物 3

HCID 86630341Sodium phosphate (Na3(PO4)2)HCID 86638418HCID 86638418、化合物HCID 178418339Butyllithium

生成物 1

HCID 866384173-(Butoxyphosphoryl)-5-(tributylstannyl)-thiophene収率 83%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

In THF, 8.48 g (9.90 mmols) of 3-(dibutoxyphosphoryl)-2,5-bis(tributylstannyl)thiophene was dissolved and cooled down to −78° C. Commercially available n-butyl lithium (1.59 M hexane solution, 10.9 mmols) was slowly dropped, followed by stirring for 1 hour at a standing temperature. Thereafter, a disodium hydrogen phosphate/sodium dihydrogen phosphate buffer solution, adjusted to pH=7, was added, followed by extraction 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 crude product was purified with a silica gel column (gradiated from ethyl acetate:hexane=1:10 with ethyl acetate:hexane=1:2) to obtain the specified substance in the form of a transparent oil at a yield of 4.64 g (yield: 83%). The thus obtained substance was used as it is for reaction in Example 12(18).

後処理

  1. additionwas added
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe organic phase was washed with a saturated saline solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was removed
  6. distillationby distilling off under reduced pressure
  7. customthe resulting crude product was purified with a silica gel column (gradiated from ethyl acetate:hexane=1:10 with ethyl acetate:hexane=1:2)
  8. customto obtain the specified substance in the form of a transparent oil at a yield of 4.64 g (yield: 83%)
  9. customis for reaction in Example 12(18)

出典と根拠

ORDレコード
ord-86fe81196b984fb19383b654f65ce12b
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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