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HCID 19385687, 화합물 → (4-{[tert-Butyl(dimethyl)silyl]oxy}-3-chlorophenyl)methanol

HRID 2255596
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HRID 2255596 반응식
[Si:1]([O:8][C:9]1[CH:18]=[CH:17][C:12]([C:13](OC)=[O:14])=[CH:11][C:10]=1[Cl:19])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[Si:1]([O:8][C:9]1[CH:18]=[CH:17][C:12]([CH2:13][OH:14])=[CH:11][C:10]=1[Cl:19])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 19385687HCID 19385687, 화합물HCID 21226445Aluminium lithium hydride

생성물 1

HCID 54570390(4-{[tert-Butyl(dimethyl)silyl]oxy}-3-chlorophenyl)methanol수율 54.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred and cooled (0° C.) solution of 8.00 g (26.7 mmol) of the product of Step A dissolved in 50 mL of anhydrous THF was added 53.3 mL (53.3 mmol) of a 1M solution of lithium aluminum hydride in THF. After the addition was complete the reaction mixture was allowed to warm to room temperature and stirred 2 hours. The stirred reaction was then quenched by dropwise addition of 2.5 mL water, then 2.5 mL of 15% NaOH, and finally 7.5 mL water. The reaction mixture was then filtered and concentrated in vacuo. The residue was dissolved in ethyl acetate, washed with 1N HCl, saturated NaHCO3, dried (MgSO4), and evaporated in vacuo to afford 4.0 g (53%) of the title compound.

후처리

  1. additionAfter the addition
  2. stirringstirred 2 hours
  3. customThe stirred reaction
  4. customwas then quenched by dropwise addition of 2.5 mL water
  5. filtrationThe reaction mixture was then filtered
  6. concentrationconcentrated in vacuo
  7. dissolutionThe residue was dissolved in ethyl acetate
  8. washwashed with 1N HCl, saturated NaHCO3
  9. dry with materialdried (MgSO4)
  10. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-02d515fca04f4ddbae0422bc1d8394eb
출처 데이터셋
uspto-grants-1993_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05240938

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