Acetic Acid → HCID 22980952, 화합물

HRID 1861948노트

반응식

HRID 1861948 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[CH2:12][C:13]([OH:15])=[O:14].[C:16]1([C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[N+]=[N-])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(O)(=O)C>C(Cl)Cl>[C:16]1([CH:22]([O:14][C:13](=[O:15])[CH2:12][C:4]2[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 612301,1'-(Diazomethylene)bis(benzene)HCID 35192982-(2-methoxy-5-nitrophenyl)acetic acid

생성물 1

HCID 22980952HCID 22980952, 화합물수율 21%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Using 2-methoxyphenylacetic acid (5.00 g) as a starting material, the same procedure of Example 188 gave 2-methoxy-5-nitrophenylacetic acid. To a solution of the resulting nitro compound in methylene chloride (140 ml), a solution of diphenyldiazomethane in methylene chloride was added at room temperature until the reaction mixture turned purple and then acetic acid was added until the purple color of the reaction mixture disappeared. The reaction mixture was washed successively with a saturated aqueous sodium bicarbonate solution and a saturated aqueous sodium chloride solution, dried with anhydrous sodium sulfate and distilled under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=3:1) to give 2.34 g of the titled compound (yield, 21%).

후처리

  1. washThe reaction mixture was washed successively with a saturated aqueous sodium bicarbonate solution
  2. dry with materiala saturated aqueous sodium chloride solution, dried with anhydrous sodium sulfate
  3. distillationdistilled under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=3:1)

출처 및 근거

ORD 기록
ord-a85ef44b2b48493193d69e45715f0d18
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06534546B1

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