Sodium Hydroxide → 3-methoxy-4-nitro-N-[2-(5-carboxypent-1-yloxy)-4-methylphenyl]-N-methylbenzamide

HRID 1005579노트

반응식

HRID 1005579 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:28]=[CH:29][C:30]=1[N+:31]([O-:33])=[O:32])[C:6]([N:8]([C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][C:11]=1[O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25]CC)=[O:24])[CH3:9])=[O:7].[OH-].[Na+]>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:28]=[CH:29][C:30]=1[N+:31]([O-:33])=[O:32])[C:6]([N:8]([C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][C:11]=1[O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])[CH3:9])=[O:7]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 220107713-methoxy-4-nitro-N-[2-(5-ethoxycarbonylpent-1-yloxy)-4-methylphenyl]-N-methylbenzamide

생성물 1

HCID 187914763-methoxy-4-nitro-N-[2-(5-carboxypent-1-yloxy)-4-methylphenyl]-N-methylbenzamide수율 99.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 3-methoxy-4-nitro-N-[2-(5-ethoxycarbonylpent-1-yloxy)-4-methylphenyl]-N-methylbenzamide (7.6 g) in ethanol (76 ml) was treated with 1 N sodium hydroxide solution (33 ml) at ambient temperature and the mixture was stirred at the same temperature for 6 hours. The reaction was quenched by the dropwise addition of 1 N hydrochloric acid (35 ml). The mixture was concentrated and the residue was dissolved in a mixture of ethyl acetate and 1 N hydrochloric acid. The extracted organic layer was washed with brine and dried over magnesium sulfate. The suspension was filtered and the solvent was removed by evaporation to give 3-methoxy-4-nitro-N-[2-(5-carboxypent-1-yloxy)-4-methylphenyl]-N-methylbenzamide (7.1 g) as an oil.

후처리

  1. customThe reaction was quenched by the dropwise addition of 1 N hydrochloric acid (35 ml)
  2. concentrationThe mixture was concentrated
  3. dissolutionthe residue was dissolved in a mixture of ethyl acetate and 1 N hydrochloric acid
  4. washThe extracted organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationThe suspension was filtered
  7. customthe solvent was removed by evaporation

출처 및 근거

ORD 기록
ord-5987305824104f4c97bc0c8503d80798
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06054457

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