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Triethylamine → HCID 89614204、化合物

HRID 578611
ノート
印刷プレビュー

反応式

HRID 578611 の反応式
[CH2:1]([O:3][C:4](=[O:9])[C:5]([CH2:7]Cl)=[CH2:6])[CH3:2].[CH2:10]([O:12][P:13]([CH2:18][CH:19]([CH2:29][OH:30])[CH2:20][P:21](=[O:28])([O:25][CH2:26][CH3:27])[O:22][CH2:23][CH3:24])(=[O:17])[O:14][CH2:15][CH3:16])[CH3:11].C(N(CC)CC)C>C1COCC1>[CH2:23]([O:22][P:21]([CH2:20][CH:19]([CH2:29][O:30][CH2:7][C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:9])=[CH2:6])[CH2:18][P:13](=[O:17])([O:14][CH2:15][CH3:16])[O:12][CH2:10][CH3:11])(=[O:28])[O:25][CH2:26][CH3:27])[CH3:24]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 11073578Ethyl 2-(Chloromethyl)acrylate (stabilized with HQ)HCID 11759759HCID 11759759、化合物

生成物 1

HCID 89614204HCID 89614204、化合物収率 48%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
70 °C

実験手順

Ethyl-2-(chloromethyl)-acrylate (3.86 g, 26.0 mmol, 1.5 eq.) was added to a solution of 2-hydroxymethyl-1,3-propylene-bisphosphonic acid tetraethylester (6.0 g, 17.3 mmol) and triethylamine (3.62 ml, 26 mmol, 1.5 eq.) in anhydrous THF (30 ml), and the reaction mixture was stirred for 45 h at 70° C. After concentrating in vacuo deionized water (50 ml) was added and the obtained solution was extracted with ethylacetate (3×50 ml). The combined organic phases were dried with anhydrous sodium sulphate. After removal of the solvent under reduced pressure the obtained crude product was purified by column chromatography (eluent: ethylacetate/methanol 98:2). 3.77 g (48% yield) of the product was obtained as a yellowish oil.

後処理

  1. concentrationAfter concentrating in vacuo deionized water (50 ml)
  2. additionwas added
  3. extractionthe obtained solution was extracted with ethylacetate (3×50 ml)
  4. dry with materialThe combined organic phases were dried with anhydrous sodium sulphate
  5. customAfter removal of the solvent under reduced pressure the
  6. customobtained crude product
  7. customwas purified by column chromatography (eluent: ethylacetate/methanol 98:2)

出典と根拠

ORDレコード
ord-84f9ab5e258a4a0c97e0075199b343f1
出典データセット
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09040602B2

反応ノート

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