Hydrochloric Acid → Methyl 4-[(2-ethoxy-1,1-dimethyl-2-oxoethyl)thio]-2-methyl-5-nitrobenzoate

HRID 1942492ノート

反応式

HRID 1942492 の反応式
[SH:1][C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([CH3:15])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[C:23]([CH3:30])([CH3:29])[C:24]([O:26][CH2:27][CH3:28])=[O:25].Cl>CN(C)C=O.O>[CH2:27]([O:26][C:24](=[O:25])[C:23]([S:1][C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([CH3:15])[CH:3]=1)([CH3:30])[CH3:29])[CH3:28]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 58376194Methyl 4-mercapto-2-methyl-5-nitrobenzoate

生成物 1

HCID 67331043Methyl 4-[(2-ethoxy-1,1-dimethyl-2-oxoethyl)thio]-2-methyl-5-nitrobenzoate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

To a solution of methyl 4-mercapto-2-methyl-5-nitrobenzoate (1.17 g) in N,N-dimethyl-formamide (20 ml) were added potassium carbonate (1.42 g), ethyl 2-bromoisobutyrate, and the mixture was stirred at 80° C. for 4 hours. After the reaction was complete, water and 2N hydrochloric acid were added thereto, and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered, concentrated under reduced pressure. The obtained residue was purified by column chromatography to give a crude product of the title compound (3.56 g).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe obtained residue was purified by column chromatography

出典と根拠

ORDレコード
ord-bac5a6ce22aa410483927f81c9f38d0d
出典データセット
uspto-grants-2013_03
特許番号
US08389511B2

反応ノート

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