Tetrahydrofuran → HCID 86682689、化合物

HRID 449784ノート

反応式

HRID 449784 の反応式
[O:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:6]([C:8]1[CH:14]=[CH:13][C:11]([OH:12])=[CH:10][C:9]=1[OH:15])[CH3:7].[H-].[Na+].[P:18](Cl)([O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19]>O>[CH2:5]([O:1][P:18]([O:12][C:11]1[CH:13]=[CH:14][C:8]([CH2:6][CH3:7])=[C:9]([O:15][P:18]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:19])[CH:10]=1)([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[C:4]1[CH:29]=[CH:30][CH:31]=[CH:2][CH:3]=1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 179274-EthylresorcinolHCID 24758Sodium hydrideHCID 4641201(Chloro(phenylmethoxy)phosphoryl)oxymethylbenzene

生成物 1

HCID 86682689HCID 86682689、化合物収率 84%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

To a tetrahydrofuran solution (10 ml) of 4-ethylresorcinol (423 mg), sodium hydride (60% dispersion in liquid paraffin) (269 mg) was added and stirred at 0° C. for 30 minutes. Then, dibenzyl chlorophosphate (10 w/v % solution in benzene) (20 ml) was added dropwise. After stirring at room temperature for 3 hours, water (10 ml) was added to the reaction mixture, and the extraction was carried out with ethyl acetate (30 ml). Then, the extract was washed with saturated brine (10 ml), dried with anhydrous sodium sulfate and then concentrated. The residue (2.16 g) was subjected to silica gel chromatography (silica gel 60 g, chloroform to chloroform:methanol=50:1), to give 1,3-bis(dibenzylphosphonooxy)-4-ethylbenzene (1.65 g, yield: 84%) as a yellow liquid.

後処理

  1. stirringAfter stirring at room temperature for 3 hours
  2. extractionthe extraction
  3. washThen, the extract was washed with saturated brine (10 ml)
  4. dry with materialdried with anhydrous sodium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-3b038dd0f79844eb9315b9354b832b37
出典データセット
uspto-grants-2013_07
特許番号
US08486919B2

反応ノート

読み込み中…