Hydrochloric Acid → 4-[N-Ethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoic acid

HRID 1097380노트

반응식

HRID 1097380 반응식
[CH2:1]([N:3]([C:15]1[CH:26]=[C:25]2[C:27]3[CH:21]([CH2:22][CH2:23][CH2:24]2)[CH2:20][CH2:19][CH2:18][C:17]=3[CH:16]=1)[C:4]1[CH:14]=[CH:13][C:7]([C:8]([O:10]CC)=[O:9])=[CH:6][CH:5]=1)[CH3:2].[OH-].[Na+].Cl>C(O)C>[CH2:1]([N:3]([C:15]1[CH:26]=[C:25]2[C:27]3[CH:21]([CH2:22][CH2:23][CH2:24]2)[CH2:20][CH2:19][CH2:18][C:17]=3[CH:16]=1)[C:4]1[CH:5]=[CH:6][C:7]([C:8]([OH:10])=[O:9])=[CH:13][CH:14]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58526554Ethyl 4-[N-ethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate

생성물 1

HCID 585265674-[N-Ethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoic acid수율 79%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
50 °C

실험 절차

A suspension of ethyl 4-[N-ethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate (0.036 g) in ethanol (5 ml) was added with 20% aqueous sodium hydroxide (1 ml), and the mixture was stirred overnight at 50° C. The reaction mixture was left to cool and then made acidic with 2 N aqueous hydrochloric acid, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the resulting residue was recrystallized from ethanol to obtain the title compound (0.026 g, yield: 79%) as colorless needles (melting point: 284-285° C.).

후처리

  1. waitThe reaction mixture was left
  2. temperatureto cool
  3. extractionthe mixture was extracted with chloroform
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationThe organic layer was concentrated under reduced pressure
  7. customthe resulting residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-20f87bab88034a339c92cca431ed4258
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143260B2

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