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

HRID 2399530
ノート
印刷プレビュー

反応式

HRID 2399530 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8039d62be1374ec08342d96837c90968
出典データセット
uspto-grants-1995_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05449682

反応ノート

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