Ethyl Acetate → 4-Iodo-3-(2-m-tolyl-ethoxy)-benzoic Acid Methyl Ester

HRID 1475801ノート

反応式

HRID 1475801 の反応式
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([I:10])=[C:6]([OH:11])[CH:5]=1.Br[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[CH:17]=1.C([O-])([O-])=O.[K+].[K+].CC(=O)OCC>CN(C=O)C>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([I:10])=[C:6]([O:11][CH2:14][CH2:15][C:16]2[CH:17]=[C:18]([CH3:22])[CH:19]=[CH:20][CH:21]=2)[CH:5]=1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium Carbonate2 回HCID 5706841-(2-Bromoethyl)-3-methylbenzene2 回HCID 10378812Methyl 3-hydroxy-4-iodobenzoate

生成物 1

HCID 671709004-Iodo-3-(2-m-tolyl-ethoxy)-benzoic Acid Methyl Ester収率 80.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

10.0 g of 3-Hydroxy-4-iodo-benzoic acid methyl ester, 14.3 g of 1-(2-bromo-ethyl)-3-methyl-benzene, and 10.0 g of K2CO3 were stirred in anhydrous DMF at 80° C. for 10 h. Then, 14.3 g of 1-(2-bromo-ethyl)-3-methyl-benzene, and 10.0 g of K2CO3 were added and stirring was continued at 80° C. for 10 h. 400 ml of EA were then added and the mixture was washed twice using 200 ml of water each. The organic layer was then dried using MgSO4 and evaporated. Chromatography on silica gel using EA/HEP (gradient) yielded 11.5 g of the title compound, colorless oil.

後処理

  1. washthe mixture was washed twice
  2. customThe organic layer was then dried
  3. customevaporated

出典と根拠

ORDレコード
ord-75b6b0ca65884a4e93ab6328801f748f
出典データセット
uspto-grants-2015_04
特許番号
US09018383B2

反応ノート

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