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Dimethylformamide → HCID 67794197, 화합물

HRID 1460713
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인쇄 미리보기

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HRID 1460713 반응식
[C-]#N.[K+].Br[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:16]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:15]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[N:14]1.[CH3:36][N:37](C=[O:40])C>O.C(OCC)(=O)C.CCCCCC.C(N(CC)CC)C>[OH2:40].[C:30]1([C:15]2[C:16]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[C:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:13]([CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][C:36]#[N:37])[N:14]=2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.[C:30]1([C:15]2[C:16]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[C:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:13]([CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][C:36]#[N:37])[N:14]=2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 3

HCID 6228DimethylformamideHCID 9032Potassium CyanideHCID 15725751HCID 15725751, 화합물

생성물 1

HCID 67794197HCID 67794197, 화합물수율 52%

시약·촉매·용매 4

HCID 962Water용매HCID 8058Hexane용매
HCID 8471
Triethylamine
용매
HCID 8857Ethyl Acetate용매

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온도
70 °C

실험 절차

A stirred mixture of potassium cyanide (0.4 g, 6.1 mmol), 1-(8-bromooctyl)-3,4,5-triphenyl-1H-pyrazole (2.70 g, 5.5 mmol) and DMF (30 mL was heated at 70° C. under an atmosphere of nitrogen. After 58 hours, the reaction mixture was diluted with water and extracted with dichloromethane (3×). The combined extracts were washed with water, saturated sodium chloride solution, dried over sodium sulfate and concentrated to leave an oil. Chromatography on a column of silica gel using a mixture ethyl acetate, hexane and triethylamine (20:79:1) as eluent gave 3,4,5-triphenyl-1H-pyrazole-1-nonanenitrile hemihydrate (1.27 g, 52%) as a beige solid. An analytical sample, recrystallized from a mixture of dichloromethane and hexane, had m.p.=79.5°-80.5° C. MS(CI): m/e=434 (MH+).

후처리

  1. extractionextracted with dichloromethane (3×)
  2. washThe combined extracts were washed with water, saturated sodium chloride solution
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated
  5. customto leave an oil

출처 및 근거

ORD 기록
ord-365b899035524c03b9e756edc230e139
출처 데이터셋
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05071866

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