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Hexane → Tetramethyl m-trimethylsilylphenyl-1-hydroxy-ethylidenebis(phosphonate)

HRID 1265948
ノート
印刷プレビュー

反応式

HRID 1265948 の反応式
[CH3:1][Si:2]([CH3:19])([CH3:18])[C:3]1[CH:4]=[C:5]([CH2:9][C:10]([P:12](=[O:17])([O:15][CH3:16])[O:13][CH3:14])=[O:11])[CH:6]=[CH:7][CH:8]=1.[CH3:20][O:21][P:22]([O-:25])[O:23][CH3:24].C(NCCCC)CCC.CCCCCC>CCOCC>[CH3:19][Si:2]([CH3:1])([CH3:18])[C:3]1[CH:4]=[C:5]([CH2:9][C:10]([OH:11])([P:22](=[O:25])([O:23][CH3:24])[O:21][CH3:20])[P:12](=[O:17])([O:15][CH3:16])[O:13][CH3:14])[CH:6]=[CH:7][CH:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8058HexaneHCID 8148DibutylamineHCID 11208811Dimethyl m-trimethylsilylphenylacetylphosphonateHCID 21884954Dimethylphosphite

生成物 1

HCID 11144043Tetramethyl m-trimethylsilylphenyl-1-hydroxy-ethylidenebis(phosphonate)収率 65.3%

試薬・触媒・溶媒 1

HCID 3283
Diethyl Ether
溶媒

実験手順

To a solution of dimethyl m-trimethylsilylphenylacetylphosphonate (1.63 g, 5.0 mmol) in Et2O (10 cm3) was added a solution of dimethylphosphite (0.83 g, 7.5 mmol), dibutylamine (0.32 g, 2.5 mmol) and hexane (10 cm3) at 0° C. A white solid began to form after a few minutes. After 20 min the mixture was filtrated to give the title compound (1.34 g, 65%) as a white solid. Recrystallization was achieved by adding water (9.5 cm3) to a solution of the title compound (0.50 g) in acetic acid (0.5 cm3) and then leaving the resulting mixture for several days in the refrigerator. Filtration afforded the bisphosphonate (0.33 g, 66%) as white crystals.

後処理

  1. customto form after a few minutes
  2. filtrationAfter 20 min the mixture was filtrated

出典と根拠

ORDレコード
ord-683bb56de6854abcaa398bf071ee310d
出典データセット
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06548042B2

反応ノート

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