Tris(trimethylsilyl) phosphite → {[4-(Benzenesulfonyl)phenyl]methyl}phosphonic acid

HRID 1728443ノート

反応式

HRID 1728443 の反応式
[C:1]1([S:7]([C:10]2[CH:17]=[CH:16][C:13]([CH2:14]Br)=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[Si]([O:22][P:23]([O:29][Si](C)(C)C)[O:24][Si](C)(C)C)(C)C>>[C:1]1([S:7]([C:10]2[CH:17]=[CH:16][C:13]([CH2:14][P:23](=[O:22])([OH:29])[OH:24])=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

3

反応物 2

HCID 137213Tris(trimethylsilyl) phosphiteHCID 2641001-(Bromomethyl)-4-(phenylsulfonyl)benzene

生成物 1

HCID 19018250{[4-(Benzenesulfonyl)phenyl]methyl}phosphonic acid収率 32%

実験手順

A solution of 4.3 g (14 mmol) of 4-(phenylsulfonyl)benzyl bromide and 30 g (0.1 mole) of tris-trimethylsilylphosphite was heated at 120° C. for 18 hours. The excess tris-trimethylsilylphosphite was distilled off under reduced pressure. The residue was dissolved in 200 ml of 9:1 tetrahydrofuran/water and was allowed to stand at room temperature for 18 hours. The tetrahydrofuran was evaporated and the resulting solids were filtered and washed with water to give 1.4 g of product; m.p. 217-219° C.

後処理

  1. distillationThe excess tris-trimethylsilylphosphite was distilled off under reduced pressure
  2. dissolutionThe residue was dissolved in 200 ml of 9:1 tetrahydrofuran/water
  3. customThe tetrahydrofuran was evaporated
  4. filtrationthe resulting solids were filtered
  5. washwashed with water

出典と根拠

ORDレコード
ord-43b3dee3d082470fbc17e702202bffd0
出典データセット
uspto-grants-1994_07
特許番号
US05326905

反応ノート

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