Methanol → Methyl 2-(3-chlorophenyl)acetate

HRID 350436

反応式

HRID 350436 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.[CH3:12]O.OS(O)(=O)=O>ClC(Cl)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 158793-Chlorophenylacetic acid

生成物 1

HCID 2733544Methyl 2-(3-chlorophenyl)acetate収率 107.8%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

反応条件

温度
80 °C

実験手順

To a stirred solution of 3-chlorophenylacetic acid (21.76 g, 127.6 mmol) in dichloroethane (100 ml) was added MeOH (15:6 ml, 383 mmol) and H2SO4 (1 ml) at room temperature. After 20 minutes stirring, the mixture was heated at 80° C. for 2 h. The reaction mixture was poured into ice water and extracted with CHCl3. The combined extracts were washed with aq. NaHCO3 and brine. After dried over Na2SO4, the extract was concentrated in vacuo to give methyl 3-chlorophenylacetate (25.4 g, 100%) as a colorless oil. 1H-NMR (CDCl3) δ 3.60 (s, 2H), 3.70 (s, 3H), 7.15–7.26 (m, 4H).

後処理

  1. extractionextracted with CHCl3
  2. washThe combined extracts were washed with aq. NaHCO3 and brine
  3. dry with materialAfter dried over Na2SO4
  4. concentrationthe extract was concentrated in vacuo

出典と根拠

ORDレコード
ord-58c61a5b79d44fc78fd27a8646da9633
出典データセット
uspto-grants-2007_02
特許番号
US07179819B2

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