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1,5-Dihydroxynaphthalene → 1,5-Bis-(2-ethylhexyloxy)naphthalene

HRID 590901
ノート
印刷プレビュー

反応式

HRID 590901 の反応式
O[C:2]1[C:11]2[C:6](=[C:7]([OH:12])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1.[C:13](=[O:16])([O-])[O-].[K+].[K+].[CH2:19]([CH:21]([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:22]Br)[CH3:20]>CN(C)C=O>[CH2:19]([CH:21]([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:22][O:12][C:7]1[C:6]2[C:11](=[C:2]([O:16][CH2:13][CH:2]([CH2:11][CH3:10])[CH2:3][CH2:4][CH2:5][CH3:6])[CH:3]=[CH:4][CH:5]=2)[CH:10]=[CH:9][CH:8]=1)[CH3:20]
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 67491,5-DihydroxynaphthaleneHCID 11430Potassium CarbonateHCID 868042-Ethylhexyl bromide

生成物 1

HCID 709804481,5-Bis-(2-ethylhexyloxy)naphthalene収率 133.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

5.0 g of 1,5-dihydroxynaphthalene (31.2 mmol) and 43.1 g of potassium carbonate (311 mmol) were dissolved in 50 mL of dimethylformamide (DMF). 18.0 g of 2-ethylhexyl bromide (93.2 mmol) was added thereto and stirred at 1000 for 24 hours. After the mixture was quenched with water, extracted with ethylacetate, and sequentially washed with water and salt water, excess water was removed using magnesium sulfate, followed by column chromatography, thereby obtaining 8.0 g of the title compound (66.6%).

後処理

  1. customAfter the mixture was quenched with water
  2. extractionextracted with ethylacetate
  3. washsequentially washed with water and salt water, excess water
  4. customwas removed

出典と根拠

ORDレコード
ord-ee8e50b784ce4b5c8f95386e4ee31b1d
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09236573B2

反応ノート

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