Tetrahydrofuran → HCID 86682690、化合物

HRID 449786ノート

反応式

HRID 449786 の反応式
[O:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:6]([C:9]1[CH:15]=[CH:14][C:12]([OH:13])=[CH:11][C:10]=1[OH:16])([CH3:8])[CH3:7].[H-].[Na+].[P:19](Cl)([O:29][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)([O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:20]>O>[CH2:5]([O:1][P:19]([O:13][C:12]1[CH:14]=[CH:15][C:9]([CH:6]([CH3:8])[CH3:7])=[C:10]([O:16][P:19]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:20])[CH:11]=1)([O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:20])[C:4]1[CH:30]=[CH:31][CH:32]=[CH:2][CH:3]=1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 901354-IsopropylresorcinolHCID 4641201(Chloro(phenylmethoxy)phosphoryl)oxymethylbenzene

生成物 1

HCID 86682690HCID 86682690、化合物収率 83%

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-isopropylresorcinol (466 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 (30 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 (20 ml), dried with anhydrous sodium sulfate and then concentrated. The residue (2.23 g) was subjected to silica gel chromatography (silica gel 76 g, chloroform to chloroform:methanol=70:1), to give 1,3-bis(dibenzylphosphonooxy)-4-isopropylbenzene (1.71 g, yield: 83%) 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 (20 ml)
  4. dry with materialdried with anhydrous sodium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-06ef22596580407d9d66f20315f33726
出典データセット
uspto-grants-2013_07
特許番号
US08486919B2

反応ノート

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