Hydrochloric Acid → Methyl 4-[(6a-methyl-5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)carbamoyl]benzoate

HRID 1517497노트

반응식

HRID 1517497 반응식
[CH3:1][C:2]12[C:14]3[C:6](=[CH:7][C:8]([NH2:15])=[CH:9][C:10]=3[CH2:11][CH2:12][CH2:13]1)[CH2:5][CH2:4][CH2:3]2.[Cl-].[C:17]([O:28][CH3:29])(=[O:27])[C:18]1[CH:26]=[CH:25][C:21]([C:22]([O-])=[O:23])=[CH:20][CH:19]=1.Cl>C1C=CC=CC=1.N1C=CC=CC=1>[CH3:1][C:2]12[C:14]3[C:6](=[CH:7][C:8]([NH:15][C:22]([C:21]4[CH:25]=[CH:26][C:18]([C:17]([O:28][CH3:29])=[O:27])=[CH:19][CH:20]=4)=[O:23])=[CH:9][C:10]=3[CH2:11][CH2:12][CH2:13]1)[CH2:5][CH2:4][CH2:3]2

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 22493623Monomethyl terephthalate chlorideHCID 58420583HCID 58420583, 화합물

생성물 1

HCID 67391032Methyl 4-[(6a-methyl-5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)carbamoyl]benzoate수율 82.3%

시약·촉매·용매 2

HCID 241Benzene용매HCID 1049Pyridine용매

실험 절차

A solution of 6a-methyl-5,6,6a,7,8,9-hexahydro-4H-2-phenalenylamine (0.138 g) in anhydrous benzene (5 ml) and pyridine (2 ml) was added with monomethyl terephthalate chloride (0.177 g), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was added with 2 N aqueous hydrochloric acid and thereby made acidic, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water, 10% aqueous sodium carbonate, water and saturated brine, and then dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the resulting residue was recrystallized from chloroform-n-hexane to obtain the title compound (0.205 g, yield: 82%) as colorless needles (melting point: 217-218° C.).

후처리

  1. extractionmade acidic, and the mixture was extracted with ethyl acetate
  2. washThe organic layer was washed successively with water, 10% aqueous sodium carbonate, water and 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 chloroform-n-hexane

출처 및 근거

ORD 기록
ord-b52cbe65716e4d1b8d42deff5cf4efa8
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232300B2

반응 노트

불러오는 중…