Sodium Chloride → Methyl 4-(1,3-dithian-2-ylidene)-4-(4-phenoxyphenyl)-butyrate

HRID 2372428

反応式

HRID 2372428 の反応式
C(OP([CH:9]1[S:14][CH2:13][CH2:12][CH2:11][S:10]1)(OCC)=O)C.[CH3:15]CCCCC.C([Li])CCC.[O:26]([C:33]1[CH:38]=[CH:37][C:36]([C:39](=O)[CH2:40][CH2:41][C:42]([O-:44])=[O:43])=[CH:35][CH:34]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.[Cl-].[Na+]>O1CCCC1>[S:14]1[CH2:13][CH2:12][CH2:11][S:10][C:9]1=[C:39]([C:36]1[CH:37]=[CH:38][C:33]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:34][CH:35]=1)[CH2:40][CH2:41][C:42]([O:44][CH3:15])=[O:43]

参加物

7

反応物 5

HCID 5234Sodium ChlorideHCID 8058HexaneHCID 10869064Diethyl (1,3-Dithian-2-yl)phosphonateHCID 199043544-(4-Phenoxyphenyl)-4-oxobutyrateHCID 178418339Butyllithium

生成物 1

HCID 14674064Methyl 4-(1,3-dithian-2-ylidene)-4-(4-phenoxyphenyl)-butyrate収率 61%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

2-Diethoxyphosphoryl-1,3-dithiane, 2.82 g, was dissolved in 30 ml of tetrahydrofuran and 7 ml of 1.6 mole hexane solution of n-butyl lithium was dropwise added to the solution in an argon flow at -65° C. The mixture was stirred at the same temperature for an hour. Then, a solution of 2.8 g of 4-(4-phenoxyphenyl)-4-oxobutyrate in 10 ml of tetrahydrofuran was dropwise added to the mixture at the same temperature. The reaction mixture was gradually warmed to room temperature overnight. This suspension was poured onto saturated sodium chloride aqueous solution followed by extraction with chloroform. After drying the chloroform phase over magnesium sulfate, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (chloroform : hexane =1 : 1) to give 2.33 g of the product.

後処理

  1. extractionfollowed by extraction with chloroform
  2. dry with materialAfter drying the chloroform phase over magnesium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (chloroform : hexane =1 : 1)

出典と根拠

ORDレコード
ord-b0d51a5dd3db444388b54f54bc6a53ad
出典データセット
uspto-grants-1992_03
特許番号
US05098928

関連ノート

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