2-Amino-m-cresol → 2-[(5-Methoxy-2-methoxymethoxybenzylidene)amino]-3-methylphenol

HRID 855913

反応式

HRID 855913 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([O:11][CH2:12][O:13][CH3:14])=[C:7]([CH:10]=1)[CH:8]=O.[NH2:15][C:16]1[C:21]([OH:22])=[CH:20][CH:19]=[CH:18][C:17]=1[CH3:23]>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([O:11][CH2:12][O:13][CH3:14])=[C:7]([CH:10]=1)[CH:8]=[N:15][C:16]1[C:17]([CH3:23])=[CH:18][CH:19]=[CH:20][C:21]=1[OH:22]

参加物

4

反応物 2

HCID 30141382-Amino-m-cresolHCID 114355225-Methoxy-2-(methoxymethoxy)benzaldehyde

生成物 1

HCID 219593232-[(5-Methoxy-2-methoxymethoxybenzylidene)amino]-3-methylphenol収率 84%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A solution of 5-methoxy-2-methoxymethoxybenzaldehyde (F1) (2.77 g, 16.5 mmol) and 2-amino-m-cresol (2.03 g, 16.5 mmol) in benzene (70 mL) was refluxed for 15 h using an additional funnel to remove water. After the reaction mixture was cooled to room temperature, the solvent was removed in vacuo and the resulting residue was washed with ethanol to afford the objective compound as a orange solid (84%), which was used for next reaction without further purification: 1H-NMR (400 MHz, DMSO-d6) δ2.31 (s, 3H), 3.45 (s, 3H), 3.85 (s, 3H), 5.18 (s, 2H), 6.59 (s, 1H), 6.77 (d, 1H, J=8.0 Hz), 6.83 (d, 1H, J=8.0 Hz), 6.99 (t, 1H, J=8.0 Hz), 7.03 (dd, 1H, J=9.0, 2.5 Hz), 7.14 (d, 1H, J=9.0 Hz), 7.68 (s, 1H), 8.95 (s, 1H).

後処理

  1. customto remove water
  2. customthe solvent was removed in vacuo
  3. washthe resulting residue was washed with ethanol

出典と根拠

ORDレコード
ord-58bf8e89abbc4638a914503d9c57587d
出典データセット
uspto-grants-2007_08
特許番号
US07262301B1

関連ノート

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