Sodium Chloride → Methyl 4-[(2-ethoxy-1-methyl-2-oxoethyl)thio]-2-methyl-5-nitrobenzoate

HRID 1942494노트

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HRID 1942494 반응식
Cl[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+].[SH:22][CH:23]([CH3:29])[C:24]([O:26][CH2:27][CH3:28])=[O:25].[Cl-].[Na+]>CN(C)C=O>[CH2:27]([O:26][C:24](=[O:25])[CH:23]([S:22][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)[CH3:29])[CH3:28]

참가 물질

6

반응물 4

HCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 519709Ethyl 2-mercaptopropionateHCID 10633188Methyl 4-chloro-2-methyl-5-nitrobenzoate

생성물 1

HCID 67333305Methyl 4-[(2-ethoxy-1-methyl-2-oxoethyl)thio]-2-methyl-5-nitrobenzoate수율 111.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

To a solution of methyl 4-chloro-2-methyl-5-nitrobenzoate (2.52 g) in N,N-dimethylformamide (20 ml) were added potassium carbonate (3.04 g) and ethyl 2-mercaptopropionate (2.2 g), and the mixture was stirred at 80° C. for 4 hours. After the reaction was complete, to the mixture was added a saturated aqueous sodium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered, concentrated under reduced pressure to give methyl 4-[(2-ethoxy-1-methyl-2-oxoethyl)thio]-2-methyl-5-nitrobenzoate (4.0 g). Subsequently, the title compound was obtained in a similar manner to Reference Example 2.

후처리

  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

출처 및 근거

ORD 기록
ord-e70aba7b41eb46e3be9735aa1df62a99
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389511B2

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