Potassium Carbonate → 4-Iodo-3-(2-m-tolyl-ethoxy)-benzoic Acid Methyl Ester

HRID 1918330노트

반응식

HRID 1918330 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+]>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

5

반응물 3

HCID 11430Potassium CarbonateHCID 5706841-(2-Bromoethyl)-3-methylbenzeneHCID 10378812Methyl 3-hydroxy-4-iodobenzoate

생성물 1

HCID 671709004-Iodo-3-(2-m-tolyl-ethoxy)-benzoic Acid Methyl Ester수율 32.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

10.0 g of 3-hydroxy-4-iodo-benzoic acid methyl ester, 7.2 g of 1-(2-bromo-ethyl)-3-methyl-benzene and 10.0 g of potassium carbonate were stirred in 100 ml of anhydrous DMF for 28 h at 80° C. The solvent was evaporated and the residue dissolved in 200 ml of water and 400 ml of EA. The organic layer was separated, washed with 200 ml of water, dried with magnesium sulfate and evaporated. Silica gel chromatography (EA/HEP gradient) of the residue yielded 4.66 g of the title compound.

후처리

  1. customThe solvent was evaporated
  2. dissolutionthe residue dissolved in 200 ml of water
  3. customThe organic layer was separated
  4. washwashed with 200 ml of water
  5. dry with materialdried with magnesium sulfate
  6. customevaporated

출처 및 근거

ORD 기록
ord-7677469dbede4e259c64bcf03db28a03
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618304B2

반응 노트

불러오는 중…