1-Bromohexane → 1,4-Dibromo-2,5-bis(hexyloxy)benzene

HRID 471360ノート

反応式

HRID 471360 の反応式
[OH-].[K+].[Br:3][C:4]1[CH:9]=[C:8]([OH:10])[C:7]([Br:11])=[CH:6][C:5]=1[OH:12].Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]>CS(C)=O>[Br:3][C:4]1[CH:9]=[C:8]([O:10][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:7]([Br:11])=[CH:6][C:5]=1[O:12][CH2:8][CH2:9][CH2:4][CH2:5][CH2:6][CH3:7]

参加物

5

反応物 3

HCID 81011-BromohexaneHCID 14797Potassium HydroxideHCID 2809452,5-Dibromohydroquinone

生成物 1

HCID 167262041,4-Dibromo-2,5-bis(hexyloxy)benzene

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

A suspension of KOH powder (10.47 g, 186.6 mmol) in dried DMSO (360 mL) was degassed under vigorous stirring for 1 h. 2,5-dibromo-1,4-dihydroxybenzene (5 g, 18.66 mol) and 1-bromohexane (5.8 mL, 41.06 mmol) were added and stirred for 12 h. The solution was concentrated and precipitated in water, filtered, washed with methanol. The product was recrystallized in ethanol, dried in vacuo (4.518 g, 55.5%). 1H NMR(300 MHz, CDCl3): δ 7.08 (s, 2H), 3.95 (t, 4H), 1.8 (m, 4H), 1.49 (m, 4H). 1.37 (m, 8H), 0.9 (t, 6H).

後処理

  1. customwas degassed
  2. stirringstirred for 12 h
  3. concentrationThe solution was concentrated
  4. customprecipitated in water
  5. filtrationfiltered
  6. washwashed with methanol
  7. customThe product was recrystallized in ethanol
  8. customdried in vacuo (4.518 g, 55.5%)

出典と根拠

ORDレコード
ord-ac65d9e1b72446fe9a359217dd2cf247
出典データセット
uspto-grants-2014_01
特許番号
US08633140B2

反応ノート

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