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

HRID 19990

反応式

HRID 19990 の反応式
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

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 19844Methyl Vanillate

生成物 1

HCID 5059267Methyl 4-(benzyloxy)-3-methoxybenzoate収率 86.6%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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%)

後処理

  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

出典と根拠

ORDレコード
ord-7d3a11347ef24425bdf9b987028eb8a0
出典データセット
uspto-grants-2010_06
特許番号
US07745490B2

関連ノート

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