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3-(Methoxymethyl)pyridine → HCID 14553814、化合物

HRID 1904280
ノート
印刷プレビュー

反応式

HRID 1904280 の反応式
[CH3:1][O:2][CH2:3][C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1.[O:10]([C:17]1[CH:18]=[C:19]([CH2:23][CH:24]([CH3:27])[CH2:25]I)[CH:20]=[CH:21][CH:22]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[O:10]([C:17]1[CH:18]=[C:19]([CH2:23][CH:24]([CH3:27])[CH2:25][N:6]2[CH2:7][CH2:8][CH:9]=[C:4]([CH2:3][O:2][CH3:1])[CH2:5]2)[CH:20]=[CH:21][CH:22]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

HCID 3389263-(Methoxymethyl)pyridineHCID 14553813HCID 14553813、化合物

生成物 1

HCID 14553814HCID 14553814、化合物収率 20%

実験手順

3-Methoxymethylpyridine (1.75 g) was added to 3-(m-phenoxyphenyl)-2-methylpropyl iodide (1.0 g) at room temperature, and the resultant mixture was stirred at 120° C. for 4 hours. The reaction mixture was cooled to room temperature and washed with diethyl ether three times. Methanol (20 ml) was added thereto, and after addition of sodium borohydride (0.21 g) at room temperature, the resultant mixture was stirred at the same temperature for 15 hours. The resultant mixture was admixed with water (200 ml) and 15% aqueous sodium hydroxide solution (20 ml) and extracted with diethyl ether (50 ml×3). The extracts were combined together, washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography to give N-[3-(m-phenoxyphenyl)-2-methylpropyl]-3-methoxymethyl-1,2,5,6-tetrahydropyridine (0.2 g).

後処理

  1. washwashed with diethyl ether three times
  2. additionMethanol (20 ml) was added
  3. additionafter addition of sodium borohydride (0.21 g) at room temperature
  4. extractionextracted with diethyl ether (50 ml×3)
  5. washwashed with saturated aqueous sodium chloride solution
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-fba7abe601e343db81cc14b42e686569
出典データセット
uspto-grants-1989_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04837236

反応ノート

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