Benzyl Bromide → Methyl 4-(benzyloxy)-3-methoxybenzoate

HRID 19990

반응식

HRID 19990 반응식
C(=O)([O-])[O-].[K+].[K+].[CH3:7][O:8][C:9](=[O:19])[C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[C:12]([O:17][CH3:18])[CH:11]=1.[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CC(C)=O>[CH3:7][O:8][C:9](=[O:19])[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[C:12]([O:17][CH3:18])[CH:11]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 19844Methyl Vanillate

생성물 1

HCID 5059267Methyl 4-(benzyloxy)-3-methoxybenzoate수율 86.6%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Potassium carbonate (3.45 g; 25 mmol) was added to a solution of 4-hydroxy-3-methoxy benzoic acid methyl ester (3.6 g; 20 mmol) and benzyl bromide (3.42 g; 20 mmol) in acetone (100 ml). The reaction mixture was refluxed for 12 hrs. After the removal of the solvent under reduced pressure, the residue was partitioned between ethyl acetate (150 ml) and water (50 ml). The ethyl acetate layer was washed with water (50 ml) and dried over anhydrous magnesium sulfate. Removal of the solvent under reduced pressure provided 4.64 g of 4-benzyloxy-3-methoxy benzoic acid methyl ester (Yield=86.6%)

후처리

  1. temperatureThe reaction mixture was refluxed for 12 hrs
  2. customAfter the removal of the solvent under reduced pressure
  3. customthe residue was partitioned between ethyl acetate (150 ml) and water (50 ml)
  4. washThe ethyl acetate layer was washed with water (50 ml)
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customRemoval of the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-7d3a11347ef24425bdf9b987028eb8a0
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745490B2

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