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Acetic Acid → Dimethyl 3,3'-[(1,2-ethanediyl)bis(oxy)bis(3-methoxy-4,1-phenylene)bis(2-cyano-2-propenoate)]

HRID 982132
ノート
印刷プレビュー

反応式

HRID 982132 の反応式
[CH2:1]([O:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][C:16]=1[O:23][CH3:24])[CH2:2][O:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][C:5]=1[O:12][CH3:13].[C:25]([CH2:27][C:28]([O:30][CH3:31])=[O:29])#[N:26].C[N:33]([CH3:36])C=O.N1CCCC[CH2:38]1.[C:43]([OH:46])(=[O:45])[CH3:44]>>[CH2:1]([O:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[C:44]([C:36]#[N:33])[C:43]([O:46][CH3:38])=[O:45])=[CH:17][C:16]=1[O:23][CH3:24])[CH2:2][O:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[C:27]([C:25]#[N:26])[C:28]([O:30][CH3:31])=[O:29])=[CH:6][C:5]=1[O:12][CH3:13]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 176Acetic AcidHCID 6228DimethylformamideHCID 7747Methyl cyanoacetateHCID 8082PiperidineHCID 30926074-[2-(4-Formyl-2-methoxyphenoxy)ethoxy]-3-methoxybenzaldehyde

生成物 1

HCID 54225960Dimethyl 3,3'-[(1,2-ethanediyl)bis(oxy)bis(3-methoxy-4,1-phenylene)bis(2-cyano-2-propenoate)]
収率 81%

反応条件

温度
100 °C

実験手順

A mixture of 4,4'-[(1,2-ethanediyl)bis(oxy)bis(3-methoxybenzaldehyde)] (49.5 g, 0.15 mol), methyl cyanoacetate (30 g, 0.30 mol), N,N-dimethylformamide (500 mL), piperidine (3 mL) and acetic acid (1 mL) is heated with stirring at about 100° C. for 2 hours. The reaction mixture is allowed to cool to room temperature and the pale yellow solid which forms is collected by filtration and washed with methanol. The crude product is reslurried in 500 mL of boiling methanol, collected by filtration, washed with methanol and dried in air. A yield of 59.4 g (81% of theory) of dimethyl 3,3'-[(1,2-ethanediyl)bis(oxy)bis(3-methoxy-4,1-phenylene)bis(2-cyano-2-propenoate)] having the formula: ##STR14## is obtained. The bis-methine compound has an absorption maximum (λmax) at 365 nm in methylene chloride in the UV absorption spectrum (ε=46,856).

後処理

  1. temperatureis heated
  2. temperatureto cool to room temperature
  3. filtrationthe pale yellow solid which forms is collected by filtration
  4. washwashed with methanol
  5. filtrationcollected by filtration
  6. washwashed with methanol
  7. customdried in air

出典と根拠

ORDレコード
ord-11b15e5f632e4521858f6f117dcb8f39
出典データセット
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04994512

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート