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

HRID 1475801노트

반응식

HRID 1475801 반응식
[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

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 11430Potassium Carbonate2회HCID 5706841-(2-Bromoethyl)-3-methylbenzene2회HCID 10378812Methyl 3-hydroxy-4-iodobenzoate

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-75b6b0ca65884a4e93ab6328801f748f
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018383B2

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