1-Hexanol → 3-(Hexyloxy)thiophene

HRID 2106896노트

반응식

HRID 2106896 반응식
[CH3:1][O:2][C:3]1[CH:7]=[CH:6][S:5][CH:4]=1.[CH2:8](O)[CH2:9][CH2:10][CH2:11][CH2:12]C.OS([O-])(=O)=O.[Na+]>C1(C)C=CC=CC=1>[CH2:1]([O:2][C:3]1[CH:7]=[CH:6][S:5][CH:4]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

참가 물질

5

반응물 3

HCID 81031-HexanolHCID 1402493-MethoxythiopheneHCID 516919Sodium Bisulfate

생성물 1

HCID 110414173-(Hexyloxy)thiophene

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
125 °C

실험 절차

20 cm3 of 3-methoxythiophene (0.2 mol) and 50 cm3 of 1-hexanol were dissolved in 30 cm3 of toluene, and 1 g of NaHSO4 (0.01 mol) was added. The mixture was heated to 125° C. and stirred, and about 10 cm3 of a mixture of methanol and toluene were distilled off through a Vigreux column at a head temperature of 63° to 64° C., which took about 3 hours. The mixture was then washed three times with 50 cm3 of saturated NaHCO3 solution until neutral, dried over MgSO4 and fractionated in vacuo. After the toluene had been distilled off together with excess haxanol, 34 g of 3-n-hexyloxythiophene distilled over at 70° C. and 0.13 mbar, which corresponds to 92% of the theoretical yield. 97% pure by GC; 1H-NMR and mass spectrum confirm the structure.

후처리

  1. distillationabout 10 cm3 of a mixture of methanol and toluene were distilled off through a Vigreux column at a head temperature of 63° to 64° C., which
  2. washThe mixture was then washed three times with 50 cm3 of saturated NaHCO3 solution until neutral,
  3. dry with materialdried over MgSO4
  4. distillationAfter the toluene had been distilled off together with excess haxanol, 34 g of 3-n-hexyloxythiophene
  5. distillationdistilled over at 70° C. and 0.13 mbar, which

출처 및 근거

ORD 기록
ord-6a040e908a4442d8a5cfd1d4e676defb
출처 데이터셋
uspto-grants-1990_06
특허 번호
US04931568

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