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Hydrochloric Acid → 4-[4-(3-cyanophenoxy)butyryl]-N,N-dimethylbenzamide

HRID 747713
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HRID 747713 반응식
[C:1]([C:3]1[CH:4]=[C:5]([CH:21]=[CH:22][CH:23]=1)[O:6][CH2:7][CH2:8][CH2:9][C:10]([C:12]1[CH:20]=[CH:19][C:15]([C:16](O)=[O:17])=[CH:14][CH:13]=1)=[O:11])#[N:2].Cl.[CH3:25][N:26](C)[CH2:27]CCN=C=NCC.ON1C2C=CC=CC=2N=N1.CNC.Cl>CN(C)C=O>[C:1]([C:3]1[CH:4]=[C:5]([CH:21]=[CH:22][CH:23]=1)[O:6][CH2:7][CH2:8][CH2:9][C:10]([C:12]1[CH:20]=[CH:19][C:15]([C:16]([N:26]([CH3:27])[CH3:25])=[O:17])=[CH:14][CH:13]=1)=[O:11])#[N:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 68830789HCID 68830789, 화합물

생성물 1

HCID 688360544-[4-(3-cyanophenoxy)butyryl]-N,N-dimethylbenzamide

시약·촉매·용매

1
HCID 6228Dimethylformamide용매

실험 절차

240 mg (0.78 mmol) of 4-[4-(3-cyanophenoxy)butyryl]benzoic acid, 150 mg (0.78 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 121 mg (0.78 mmol) of 1-hydroxybenzotriazole (hydrous, 87%) and 100 mg of 50% aqueous dimethylamine solution were stirred together in 5 ml of dimethylformamide at room temperature overnight. 1 N hydrochloric acid was added to the resultant mixture. After the extraction with dichloromethane, the extract was washed with saturated aqueous sodium hydrogencarbonate solution and then with saturated aqueous NaCl solution, and dried over anhydrous magnesium sulfate. The solvent was evaporated. The residue was purified by the silica gel chromatography with ethyl acetate as the eluent to obtain the title compound.

후처리

  1. extractionAfter the extraction with dichloromethane
  2. washthe extract was washed with saturated aqueous sodium hydrogencarbonate solution
  3. dry with materialwith saturated aqueous NaCl solution, and dried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated
  5. customThe residue was purified by the silica gel chromatography with ethyl acetate as the eluent

출처 및 근거

ORD 기록
ord-e412be62f8924e6190145c9372ba73cc
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07396844B1

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