Acenaphthenequinone → Bis(4-allyl-2,6-diisopropylphenylimino)acenaphthene

HRID 347610

반응식

HRID 347610 반응식
[C:1]1(=O)[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[CH:6]=[CH:5][CH:4]=[C:3]3[C:2]1=O.[CH2:15]([C:18]1[CH:24]=[C:23]([CH:25]([CH3:27])[CH3:26])[C:21]([NH2:22])=[C:20]([CH:28]([CH3:30])[CH3:29])[CH:19]=1)[CH:16]=[CH2:17]>C(O)(=O)C>[CH2:15]([C:18]1[CH:19]=[C:20]([CH:28]([CH3:30])[CH3:29])[C:21]([N:22]=[C:1]2[C:11]3[C:12]4[C:7]([CH:8]=[CH:9][CH:10]=3)=[CH:6][CH:5]=[CH:4][C:3]=4[C:2]2=[N:22][C:21]2[C:23]([CH:25]([CH3:26])[CH3:27])=[CH:24][C:18]([CH2:15][CH:16]=[CH2:17])=[CH:19][C:20]=2[CH:28]([CH3:30])[CH3:29])=[C:23]([CH:25]([CH3:26])[CH3:27])[CH:24]=1)[CH:16]=[CH2:17]

참가 물질

4

반응물 2

HCID 6724AcenaphthenequinoneHCID 219306712,6-Di(propan-2-yl)-4-(prop-2-en-1-yl)aniline

생성물 1

HCID 21083110Bis(4-allyl-2,6-diisopropylphenylimino)acenaphthene수율 82%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 1.00 g of acenaphthoquinone (5.5 mmol) and 4-allyl-2,6-diisopropylaniline (2.49 g, 11.1 mmol) in acetic acid (10 mL) was heated to reflux. After 1 h the mixture was cooled to room temperature, and the solid was filtered. The product was washed with acetic acid (5 mL), hexane (4×10 mL) and dried in vacuum, yielding 2.59 g as a yellow-golden solid (82%). 1H-NMR (400 MHz, CDCl3): δ 7.86 (d, 2H, Ho-Ace-C═N), 7.37 (t, 2H, Hm-Ace-C═N), 7.07 (s, 4H, H—Ar—N═C), 6.65 (d, 2H, Hp-Ace-C═N), 6.15 (m, 2H, CH═C), 5.15 (m, 4H, C═C—H), 3.50 (d, 4H, CH2—C═C), 3.00 (m, 4H, CH(Me)2),1.22 (d,12H, C(CH3)2), 0.96 (d, 12H, C(CH3)2). Anal. Calcd for C42H48N2: C, 86.86; H, 8.32; N, 4.82. Found: C, 87.75; H, 7.35; N, 4.82.

후처리

  1. temperaturewas heated to reflux
  2. filtrationthe solid was filtered
  3. washThe product was washed with acetic acid (5 mL), hexane (4×10 mL)
  4. customdried in vacuum

출처 및 근거

ORD 기록
ord-34520bd6e336477cb6d1b593f4f1a8fe
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176158B2

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