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Hydrochloric Acid → Methyl 2-(benzamido)-4-(phenethyloxy)benzoate

HRID 1673400
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HRID 1673400 반응식
C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[C:16]([NH:24][C:25]1[CH:34]=[C:33]([OH:35])[CH:32]=[CH:31][C:26]=1[C:27]([O:29][CH3:30])=[O:28])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.Cl>C(OCC)(=O)C>[C:16]([NH:24][C:25]1[CH:34]=[C:33]([O:35][CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:32]=[CH:31][C:26]=1[C:27]([O:29][CH3:30])=[O:28])(=[O:23])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7666Phenethyl bromide3회HCID 11430Potassium Carbonate2회HCID 57879368Methyl 2-(benzamido)-4-hydroxybenzoate

생성물 1

HCID 57879365Methyl 2-(benzamido)-4-(phenethyloxy)benzoate

시약·촉매·용매 1

HCID 8857
Ethyl Acetate
용매

실험 절차

0.13 g of potassium carbonate and 0.10 mL of (2-bromoethyl)benzene were added to 2 mL of N-dimethylformamide solution containing 0.13 g of methyl 2-(benzamido)-4-hydroxybenzoate, and stirred at room temperature for 3 hours. 0.10 mL of (2-bromoethyl)benzene was added to the reaction mixture and stirred at 50° C. for 4 hours and at 80° C. for 3 hours. After the reaction mixture was cooled to room temperature, 0.10 g of potassium carbonate and 0.10 mL of (2-bromoethyl)benzene were added and stirred at 80° C. for 2 hours and 30 minutes. After the reaction mixture was cooled to room temperature, ethyl acetate and 1.0 mol/b hydrochloric acid were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium chloride aqueous solution, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [eluent; hexane:ethyl acetate=8:1] to obtain 0.13 g of methyl 2-(benzamido)-4-(phenethyloxy)benzoate as colorless oil.

후처리

  1. stirringstirred at 50° C. for 4 hours and at 80° C. for 3 hours
  2. temperatureAfter the reaction mixture was cooled to room temperature
  3. stirringstirred at 80° C. for 2 hours and 30 minutes
  4. temperatureAfter the reaction mixture was cooled to room temperature
  5. customThe organic layer was separated
  6. dry with materialdried over anhydrous magnesium sulfate
  7. washafter washed with a saturated sodium chloride aqueous solution
  8. customthe solvent was evaporated under reduced pressure
  9. customThe obtained residue was purified with silica gel column chromatography [eluent; hexane:ethyl acetate=8:1]

출처 및 근거

ORD 기록
ord-3ac770ee492a44679aadcbaa7d369e05
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07999132B2

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