Tetrahydrofuran → HCID 86682691, 화합물

HRID 449788

반응식

HRID 449788 반응식
[O:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:6]1([C:12]2[CH:18]=[CH:17][C:15]([OH:16])=[CH:14][C:13]=2[OH:19])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[H-].[Na+].[P:22](Cl)([O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23]>O>[CH2:5]([O:1][P:22]([O:16][C:15]1[CH:17]=[CH:18][C:12]([CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]2)=[C:13]([O:19][P:22]([O:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)([O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:23])[CH:14]=1)([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])[C:4]1[CH:33]=[CH:34][CH:35]=[CH:2][CH:3]=1

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 750554-CyclohexylresorcinolHCID 4641201(Chloro(phenylmethoxy)phosphoryl)oxymethylbenzene

생성물 1

HCID 86682691HCID 86682691, 화합물수율 64%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

To a tetrahydrofuran solution (10 ml) of 4-cyclohexylresorcinol (926 mg), sodium hydride (60% dispersion in liquid paraffin) (404 mg) was added and stirred at 0° C. for 30 minutes. Then, dibenzyl chlorophosphate (10 w/v % solution in benzene) (30 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 (4.12 g) was subjected to silica gel chromatography (silica gel 90 g, chloroform to chloroform:methanol=100:1), to give 1,3-bis(dibenzylphosphonooxy)-4-cyclohexylbenzene (2.19 g, yield: 64%) as a yellow liquid.

후처리

  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

출처 및 근거

ORD 기록
ord-e3fe8978e03448e5b19ee71f2e107697
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486919B2

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