Hydrochloric Acid → 4-[(5,6,6a,7,8,9-Hexahydro-4H-2-phenalenyl)carbamoyl]benzoic acid

HRID 1517489노트

반응식

HRID 1517489 반응식
[CH:1]1[C:12]2=[C:13]3[CH:8]([CH2:9][CH2:10][CH2:11]2)[CH2:7][CH2:6][CH2:5][C:4]3=[CH:3][C:2]=1[NH:14][C:15]([C:17]1[CH:26]=[CH:25][C:20]([C:21]([O:23]C)=[O:22])=[CH:19][CH:18]=1)=[O:16].[OH-].[Na+].Cl>C(O)C>[CH:3]1[C:4]2=[C:13]3[CH:8]([CH2:7][CH2:6][CH2:5]2)[CH2:9][CH2:10][CH2:11][C:12]3=[CH:1][C:2]=1[NH:14][C:15]([C:17]1[CH:18]=[CH:19][C:20]([C:21]([OH:23])=[O:22])=[CH:25][CH:26]=1)=[O:16]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67391601HCID 67391601, 화합물

생성물 1

HCID 673911074-[(5,6,6a,7,8,9-Hexahydro-4H-2-phenalenyl)carbamoyl]benzoic acid수율 90%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A suspension of methyl 4-[(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)carbamoyl]benzoate (0.093 g) in ethanol (10 ml) was added with 2 N aqueous sodium hydroxide (3 ml), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was made acidic with 2 N aqueous hydrochloric acid, and 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 ethyl acetate-n-hexane to obtain the title compound (0.080 g, yield: 90%) as colorless prisms (melting point: 283-284° C.).

후처리

  1. extractionextracted with chloroform
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationThe organic layer was concentrated under reduced pressure
  5. customthe resulting residue was recrystallized from ethyl acetate-n-hexane

출처 및 근거

ORD 기록
ord-277e1b9590af4bf0a69f9eab9887cdbe
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232300B2

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