Benzyl Chloride → Methyl 2-(4-benzyloxyphenyl)acetate

HRID 62854

反応式

HRID 62854 の反応式
[CH3:1][O:2][C:3](=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.C([O-])([O-])=O.[K+].[K+].[CH2:19](Cl)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CN(C=O)C>[CH3:1][O:2][C:3](=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:7][CH:6]=1

参加物

5

反応物 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 518900Benzeneacetic acid, 4-hydroxy-, methyl ester

生成物 1

HCID 2756645Methyl 2-(4-benzyloxyphenyl)acetate収率 91%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

(4-Hydroxy-phenyl)-acetic acid methyl ester (1.0 g, 6.02 mmol) was dissolved in DMF (10 mL), and K2CO3(2.5 g, 18.06 mmol) was added thereto. Benzyl chloride (0.83 mL, 7.22 mmol) was added slowly thereto, and the mixture was stirred at 40˜50° C. for 12 hours. The reactant was cooled and concentrated under reduced pressure. The residue was added with water and then extracted with EtOAc. The organic layer was concentrated under reduced pressure, and the residue was purified by column chromatography (eluent, EtOAc/Hex=1/4) to obtain the title compound (1.4 g, 91%).

後処理

  1. temperatureThe reactant was cooled
  2. concentrationconcentrated under reduced pressure
  3. additionThe residue was added with water
  4. extractionextracted with EtOAc
  5. concentrationThe organic layer was concentrated under reduced pressure
  6. customthe residue was purified by column chromatography (eluent, EtOAc/Hex=1/4)

出典と根拠

ORDレコード
ord-71af20cbfa714d0c9ff47fe7831bd641
出典データセット
uspto-grants-2016_09
特許番号
US09447044B2

関連ノート

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