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Phenol → HCID 22456677、化合物

HRID 2186479
ノート
印刷プレビュー

反応式

HRID 2186479 の反応式
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.Cl[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1.[OH-].[Na+]>C1(C)C=CC=CC=1>[O:7]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 996PhenolHCID 14798Sodium HydroxideHCID 23392Picolyl chloride hydrochloride

生成物 1

HCID 22456677HCID 22456677、化合物収率 102.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a mixture of phenol (5.25 g, 55.8 mmol) and 2-chloromethylpyridine hydrochloride (10 g, 61.0 mmol) in 80 mL of toluene was added sodium hydroxide (5.35 g, 134 mmol. The mixture was refluxed for 16 hours. The mixture was washed twice with 60 mL of water. The organic layer was then extracted three times with 25 mL of 6 N HCl. The aqueous layer was made basic with 250 mL of 10% NaOH and extracted three times with 150 mL of CH2Cl2. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure to give the title compound as a yellow oil (10.6 g, 94%). ES (+) MS m/e=186 (M+H).

後処理

  1. temperatureThe mixture was refluxed for 16 hours
  2. washThe mixture was washed twice with 60 mL of water
  3. extractionThe organic layer was then extracted three times with 25 mL of 6 N HCl
  4. extractionextracted three times with 150 mL of CH2Cl2
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-45c827302e1c43be92007d0be03b2448
出典データセット
uspto-grants-2002_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06403792B1

反応ノート

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