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Benzyl Bromide → 2-(Benzyloxy)-4-(diethylamino)benzaldehyde

HRID 1854677
ノート
印刷プレビュー

反応式

HRID 1854677 の反応式
[CH2:1]([N:3]([CH2:13][CH3:14])[C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[C:6]([OH:12])[CH:5]=1)[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:21](Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CC(C)=O>[CH2:21]([O:12][C:6]1[CH:5]=[C:4]([N:3]([CH2:1][CH3:2])[CH2:13][CH3:14])[CH:11]=[CH:10][C:7]=1[CH:8]=[O:9])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=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 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 872934-(Diethylamino)-2-hydroxybenzaldehyde

生成物 1

HCID 9769422-(Benzyloxy)-4-(diethylamino)benzaldehyde収率 67%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a suspension of 4-diethylamino-2-hydroxybenzaldehyde (300 mg, 1.55 mmol) and potassium carbonate (0.43 g, 3.1 mmol) in 1.6 mL of acetone was added benzyl bromide (300 mg, 1.55 mmol) at 0° C. After being stirred at room temperature overnight, the reaction mixture was filtered to remove inorganic salts. The filtrate was diluted with diethyl ether, and the solution was washed with saturated NaHCO3 aqueous solution, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=90/10) to obtain the title compound as a yellow oil (292 mg, 67%).

後処理

  1. filtrationthe reaction mixture was filtered
  2. customto remove inorganic salts
  3. additionThe filtrate was diluted with diethyl ether
  4. washthe solution was washed with saturated NaHCO3 aqueous solution, brine
  5. dry with materialdried over MgSO4
  6. filtrationAfter filtration
  7. concentrationthe filtrate was concentrated in vacuo
  8. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=90/10)

出典と根拠

ORDレコード
ord-0c85831f21f94a31aee16727f04bff35
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08962674B2

反応ノート

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