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

HRID 2243483ノート

反応式

HRID 2243483 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d0bfc028436f4383942956f772502599
出典データセット
uspto-grants-2010_03
特許番号
US07674822B2

反応ノート

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