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Benzyl Bromide → 1-Benzyl-2-[4-(diethylamino)styryl]pyridinium bromide

HRID 365126
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인쇄 미리보기

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HRID 365126 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:7].[CH2:8]([Br:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH2:16]([N:18]([CH2:27][CH3:28])[C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=1)[CH3:17].N1CCCCC1>C(O)(C)C.CO>[Br-:15].[CH2:8]([N+:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[CH:23][C:22]1[CH:25]=[CH:26][C:19]([N:18]([CH2:16][CH3:17])[CH2:27][CH3:28])=[CH:20][CH:21]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1
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참가 물질

7

반응물 4

HCID 7498Benzyl BromideHCID 79752-MethylpyridineHCID 8082PiperidineHCID 671144-(Diethylamino)benzaldehyde

생성물 1

HCID 704555301-Benzyl-2-[4-(diethylamino)styryl]pyridinium bromide수율 44.4%

시약·촉매·용매 2

HCID 887Methanol용매
HCID 3776
Isopropanol
용매

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온도
100 °C

실험 절차

2-Picoline (9.3 g, 0.1 mole) and benzyl bromide (17.1 g, 0.1 mole) were refluxed in isopropanol (50 ml) overnight. The solvent was evaporated giving an oil which was heated at 100° C. for six hours. The resulting crude oil (8.5 g, 0.032 mole) and 4-diethylaminobenzaldehyde (6.0 g, 0.033 mole) were refluxed in methanol (40 ml) in the presence of piperidine (0.2 ml) under nitrogen for three hours. On cooling dark-coloured crystals were obtained which were collected to give 1-benzyl-2-[4-(diethylamino)styryl]pyridinium bromide (6.2 g), melting point 231°-233° C.

후처리

  1. customThe solvent was evaporated
  2. customgiving an oil which
  3. temperatureOn cooling dark-coloured crystals
  4. customwere obtained which
  5. customwere collected

출처 및 근거

ORD 기록
ord-d040665acb754439b3780d1ccacf8331
출처 데이터셋
uspto-grants-1986_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04608379

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