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Sodium Methoxide → Methyl 2-hydroxy-3-(propan-2-yloxy)benzoate

HRID 577562
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HRID 577562 반응식
C[C:2]1(C)[O:7][C:6]2[C:8]([O:12][CH:13]([CH3:15])[CH3:14])=[CH:9][CH:10]=[CH:11][C:5]=2[C:4](=[O:16])[O:3]1.C[O-].[Na+]>CO>[OH:7][C:6]1[C:8]([O:12][CH:13]([CH3:15])[CH3:14])=[CH:9][CH:10]=[CH:11][C:5]=1[C:4]([O:3][CH3:2])=[O:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 867237872,2-dimethyl-8-(propan-2-yloxy)-4H-1,3-benzodioxin-4-one

생성물 1

HCID 85741171Methyl 2-hydroxy-3-(propan-2-yloxy)benzoate수율 99.6%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

A solution of 2,2-dimethyl-8-(propan-2-yloxy)-4H-1,3-benzodioxin-4-one (123b, 1.40 g, 5.92 mmol) in methanol (12 mL) was treated with sodium methoxide in methanol (0.5 M, 24 mL, 12 mmol) and stirred at room temperature for 3 hours, 40 minutes. The solvents were evaporated and the residue partitioned between ammonium chloride solution (sat., aq., 20 mL) and ethyl acetate (2×30 mL). The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated under vacuum to give methyl 2-hydroxy-3-(propan-2-yloxy)benzoate (123c, 1.24 g, 93% yield) as a colorless liquid.

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후처리

  1. customThe solvents were evaporated
  2. customthe residue partitioned between ammonium chloride solution (sat., aq., 20 mL) and ethyl acetate (2×30 mL)
  3. dry with materialThe combined organic extracts were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-da9a4bd7e6344ae5b9e88a6220ef9a3d
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09040515B2

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