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Sodium Hydroxide → 2-(4-Tert-butyldimethylsilyloxymethyl-2-propylphenoxy)-2-phenylacetic acid

HRID 2399530
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HRID 2399530 반응식
[Si:1]([O:8][CH2:9][C:10]1[CH:27]=[CH:26][C:13]([O:14][CH:15]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:16]([O:18]C)=[O:17])=[C:12]([CH2:28][CH2:29][CH3:30])[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[OH-].[Na+]>CO>[Si:1]([O:8][CH2:9][C:10]1[CH:27]=[CH:26][C:13]([O:14][CH:15]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:16]([OH:18])=[O:17])=[C:12]([CH2:28][CH2:29][CH3:30])[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:2])[CH3:3]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 19385617Methyl 2-(4-tert-butyldimethylsilyloxymethyl-2-propylphenoxy)-2-phenylacetate

생성물 1

HCID 193855972-(4-Tert-butyldimethylsilyloxymethyl-2-propylphenoxy)-2-phenylacetic acid수율 51.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 1.875 g (4.38 mmol) of the product of Step K in methanol (20 mL) was added 1N NaOH (4.82 mL, 4.82 mmol) at rt. The solution was stirred at rt for 3 hours. After the solvent was evaporated under reduced pressure, the residue was dissolved in H2O (30 mL) and washed with ethyl acetate (30 mL). The aqueous layer was acidified to pH=3 with 2N HCl. A milky emulsion was extracted with ethyl acetate (3×). The combined organic layer was washed with brine, and was dried over anhydrous MgSO4. Concentration afforded 0.929 g of the title compound as a colorless glass.

후처리

  1. customAfter the solvent was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in H2O (30 mL)
  3. washwashed with ethyl acetate (30 mL)
  4. extractionA milky emulsion was extracted with ethyl acetate (3×)
  5. washThe combined organic layer was washed with brine
  6. dry with materialwas dried over anhydrous MgSO4
  7. concentrationConcentration

출처 및 근거

ORD 기록
ord-8039d62be1374ec08342d96837c90968
출처 데이터셋
uspto-grants-1995_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05449682

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