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

HRID 471360노트

반응식

HRID 471360 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

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).

후처리

  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%)

출처 및 근거

ORD 기록
ord-ac65d9e1b72446fe9a359217dd2cf247
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633140B2

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