Potassium Carbonate → Methyl 3-[3,5-Diisopropyl-4-(1-phenyltetrazol-5-yloxy)benzoyl]propionate

HRID 976351노트

반응식

HRID 976351 반응식
[OH:1][C:2]1[C:15]([CH:16]([CH3:18])[CH3:17])=[CH:14][C:5]([C:6]([CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])=[O:7])=[CH:4][C:3]=1[CH:19]([CH3:21])[CH3:20].Cl[C:23]1[N:27]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:26]=[N:25][N:24]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:16]([C:15]1[CH:14]=[C:5]([CH:4]=[C:3]([CH:19]([CH3:21])[CH3:20])[C:2]=1[O:1][C:23]1[N:27]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:26]=[N:25][N:24]=1)[C:6]([CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])=[O:7])([CH3:17])[CH3:18]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 842621H-Tetrazole, 5-chloro-1-phenyl-HCID 19967177Methyl 4-(4-hydroxy-3,5-diisopropylphenyl)-4-oxobutanoate

생성물 1

HCID 19967146Methyl 3-[3,5-Diisopropyl-4-(1-phenyltetrazol-5-yloxy)benzoyl]propionate수율 85.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

11 g of Methyl 3-(4-hydroxy-3,5-diisopropylbenzoyl]propionate was dissolved in 200 ml of N,N-dimethylformamide, followed by the addition of 8.15 g of 5-chloro-1-phenyl-1H-tetrazol and 10.4 g of potassium carbonate. The obtained mixture was stirred for 1 hour under heating, cooled to room temperature by allowing to stand and poured onto ice-water. The resultant mixture was extracted with ethyl acetate. The organic phase was washed with a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and distilled under reduced pressure to remove the solvent. The obtained residue was purified by silica gel chromatography (developer: 20% ethyl acetate/n-hexane) to give 14.1 g of the title compound as a white solid.

후처리

  1. temperatureunder heating
  2. additionpoured onto ice-water
  3. extractionThe resultant mixture was extracted with ethyl acetate
  4. washThe organic phase was washed with a saturated aqueous solution of common salt
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationdistilled under reduced pressure
  7. customto remove the solvent
  8. customThe obtained residue was purified by silica gel chromatography (developer: 20% ethyl acetate/n-hexane)

출처 및 근거

ORD 기록
ord-4bcc7cdbe3e64846bedb6f0ba6865d75
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05612356

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