Triethylamine → N,N-Dimethyl-4-[3-(4,5,6,7-tetramethoxyindan-2-yl)propoxy]benzamide

HRID 2268487노트

반응식

HRID 2268487 반응식
[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[C:10]([O:14][CH3:15])[C:9]([O:16][CH3:17])=[C:8]2[C:4]=1[CH2:5][CH:6]([CH2:18][CH2:19][CH2:20][O:21][C:22]1[CH:30]=[CH:29][C:25]([C:26](O)=[O:27])=[CH:24][CH:23]=1)[CH2:7]2.Cl.[CH3:32][NH2+:33][CH3:34].O.ON1C2C=CC=CC=2N=N1.C(N(CC)CC)C>C1COCC1.C(OCC)(=O)C>[CH3:32][N:33]([CH3:34])[C:26](=[O:27])[C:25]1[CH:29]=[CH:30][C:22]([O:21][CH2:20][CH2:19][CH2:18][CH:6]2[CH2:5][C:4]3[C:8](=[C:9]([O:16][CH3:17])[C:10]([O:14][CH3:15])=[C:11]([O:12][CH3:13])[C:3]=3[O:2][CH3:1])[CH2:7]2)=[CH:23][CH:24]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 183485514-[3-(4,5,6,7-Tetramethoxyindan-2-yl)propoxy]benzoic acidHCID 18348643Dimethylammonium hydrochloride

생성물 1

HCID 18348568N,N-Dimethyl-4-[3-(4,5,6,7-tetramethoxyindan-2-yl)propoxy]benzamide수율 99.5%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

The mixture of 4-[3-(4,5,6,7-tetramethoxyindan-2-yl)propoxy]benzoic acid (2.00 g), dimethylammonium hydrochloride (783 mg), 1-ethyl-3-(3-dimethylaminopropyl)carboduimide hydrochloride (1.84 g), 1-hydroxybenzotriazole monohydrate (1.47 g), and triethylamine (4.01 ml) in THF (40 ml) was stirred at room temperature for 12 hr. The reaction mixture was diluted with ethyl acetate and the organic layer was washed with water and saturated aqueous sodium chloride and dried. The solvent was removed in vacuo. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:2 to ethyl acetate) to yield the entitled compound (2.12 g) as an oil.

후처리

  1. washthe organic layer was washed with water and saturated aqueous sodium chloride
  2. customdried
  3. customThe solvent was removed in vacuo
  4. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:2 to ethyl acetate)

출처 및 근거

ORD 기록
ord-856319c444fb45f1b3897cc92cd8b5b1
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06326369B1

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