Sodium Hydroxide → 1H-Pyrrole-2-carboxylic acid, 4-chloro-3,5-dimethyl, ethyl ester

HRID 1948345노트

반응식

HRID 1948345 반응식
[Cl:1]N1C(=O)CCC1=O.[CH3:9][C:10]1[CH:14]=[C:13]([CH3:15])[NH:12][C:11]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17].[OH-].[Na+]>C(Cl)(Cl)Cl.CO>[Cl:1][C:14]1[C:10]([CH3:9])=[C:11]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[NH:12][C:13]=1[CH3:15]

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 31398ChlorosuccinimideHCID 1374771H-Pyrrole-2-carboxylic acid, 3,5-dimethyl-, ethyl ester

생성물 1

HCID 1435841H-Pyrrole-2-carboxylic acid, 4-chloro-3,5-dimethyl, ethyl ester

시약·촉매·용매 2

HCID 887Methanol용매HCID 6212Chloroform용매

실험 절차

N-Chlorosuccinimide (1.77 g, 13.25 mmol) was added to a solution of ethyl 3,5-dimethyl-2-pyrrole carboxylate (2.11 g, 12.62 mmol) in chloroform (45 mL). The reaction mixture was stirred at room temperature for 24 h and then poured into 2 N NaOH. The organic layer was washed with water and brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give a crude solid. The crude solid was dissolved in hot MeOH, cooled to room temperature, and the precipitate was collected by filtration (493 mg, 19%). MS (ES) MH+: 174 for C9H12ClNO2.

후처리

  1. washThe organic layer was washed with water and brine
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customto give a crude solid
  6. temperaturecooled to room temperature
  7. filtrationthe precipitate was collected by filtration (493 mg, 19%)

출처 및 근거

ORD 기록
ord-ac47a4fc4fe9492e951f6c748de6375d
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399489B2

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