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Water → Diallyl 2-(hydroxymethyl)-6-methylbenzyl phosphate

HRID 1766917
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HRID 1766917 반응식
[P:1]([O:11][CH2:12][C:13]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=1[CH2:20][O:21][Si](C(C)(C)C)(C)C)([O:7][CH2:8][CH:9]=[CH2:10])([O:3][CH2:4][CH:5]=[CH2:6])=[O:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O.C(OCC)(=O)C>O1CCCC1.CCCCCC>[P:1]([O:11][CH2:12][C:13]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:14]=1[CH2:20][OH:21])([O:7][CH2:8][CH:9]=[CH2:10])([O:3][CH2:4][CH:5]=[CH2:6])=[O:2]
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참가 물질

7

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 2724141Tetrabutylammonium FluorideHCID 21110494Diallyl 2-[(tert-butyldimethylsilyl)oxymethyl]-6-methylbenzyl phosphate

생성물 1

HCID 17862639Diallyl 2-(hydroxymethyl)-6-methylbenzyl phosphate수율 87.2%

시약·촉매·용매 2

HCID 8028
Tetrahydrofuran
용매
HCID 8058Hexane용매

실험 절차

To a solution of diallyl 2-[(tert-butyldimethylsilyl)oxymethyl]-6-methylbenzyl phosphate (6.02 g, 14.1 mmol) obtained from Example 22-(3) in tetrahydrofuran (50 ml) was added tetrabutylammonium fluoride (1 mol/l tetrahydrofuran solution; 17.6 ml, 17.6 mmol), and the mixture was stirred at room temperature for 3 hours. Water was added thereto, and the product was extracted with ethyl acetate. The solvent was distilled off under reduced pressure to give an oily residue. The residue was subjected to chromatography on a silica gel (75 g) column (eluent; ethyl acetate:hexane=3:1) to afford the title compound (3.84 g, 87% yield) as a colorless oil.

후처리

  1. extractionthe product was extracted with ethyl acetate
  2. distillationThe solvent was distilled off under reduced pressure
  3. customto give an oily residue

출처 및 근거

ORD 기록
ord-c8f2f668fd2b41b7a7cc1a6346687038
출처 데이터셋
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07230023B2

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