Sulfuric Acid → Tert-butyl 4-(methoxycarbonyl)-3-nitrobenzoate

HRID 2243483노트

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HRID 2243483 반응식
S(=O)(=O)(O)O.[N+:6]([C:9]1[CH:18]=[C:17]([C:19]([O-:21])=[O:20])[CH:16]=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12])([O-:8])=[O:7].[CH2:22]=[C:23]([CH3:25])[CH3:24]>O1CCOCC1.CCOC(C)=O>[CH3:14][O:13][C:11](=[O:12])[C:10]1[CH:15]=[CH:16][C:17]([C:19]([O:21][C:23]([CH3:25])([CH3:24])[CH3:22])=[O:20])=[CH:18][C:9]=1[N+:6]([O-:8])=[O:7]

참가 물질

6

반응물 3

HCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 69956091,4-Benzenedicarboxylic acid, 2-nitro-, 1-methyl ester

생성물 1

HCID 23291046Tert-butyl 4-(methoxycarbonyl)-3-nitrobenzoate수율 73%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

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온도
0 °C

실험 절차

Sulfuric acid conc (5 ml) was added to a solution of 1-methyl 2-nitroterephthalate (25.2 g, 0.112 mmol) in dioxane (120 ml) in a Parr shaker bottle and cooled to 0° C. Isobutene (100 ml) was added, the vessel was sealed, and vigorously shaken for 5 days. The crude product was dissolved in EtOAc after evaporation of the excess isobutene and washed with sat NaHCO3. The organic layer was dried over MgSO4, filtered, and evaporated leaving 23.0 g (73%) of 2-nitroterephthalic acid 4-tert-butyl ester 1-methyl ester as a yellow liquid.

후처리

  1. customthe vessel was sealed
  2. customafter evaporation of the excess isobutene
  3. washwashed
  4. dry with materialThe organic layer was dried over MgSO4
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-d0bfc028436f4383942956f772502599
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07674822B2

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