1-Bromo-3-chloropropane → 2-(3-Chloropropoxy)-1,4-dimethoxybenzene

HRID 265555노트

반응식

HRID 265555 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[OH:11].C([O-])([O-])=O.[K+].[K+].[Cl:18][CH2:19][CH2:20][CH2:21]Br>CC(C)=O>[Cl:18][CH2:19][CH2:20][CH2:21][O:11][C:4]1[CH:5]=[C:6]([O:9][CH3:10])[CH:7]=[CH:8][C:3]=1[O:2][CH3:1]

참가 물질

5

반응물 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 53144982,5-Dimethoxyphenol

생성물 1

HCID 184672962-(3-Chloropropoxy)-1,4-dimethoxybenzene수율 86.2%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 2,5-dimethoxyphenol (29 g, 0.19 mol), K2CO3 (35 g), 3-chlorobromopropane (38.5 g, 0.25 mol) and acetone (250 ml) was stirred and refluxed for 6 hours, and then stirred at ambient temperature for 16 hours. The reaction was filtered, and the filtrate was concentrated to an orange liquid. The liquid was taken up into Et2O, and the organic layer washed with 1N NaOH, H2O, dried (MgSO4) and was concentrated to yield 37.8 g of an orange solid. An 11.7 g sample of this solid was flash chromatographed on silica gel (180 g) with 5% EtOAc/CH2Cl2 as eluent. Concentration of similar fractions gave 7.2 g of white, waxy solid, which was recrystallized from petroleum ether to afford a white solid, m.p. 48°-50° C.

후처리

  1. temperaturerefluxed for 6 hours
  2. stirringstirred at ambient temperature for 16 hours
  3. filtrationThe reaction was filtered
  4. concentrationthe filtrate was concentrated to an orange liquid
  5. washthe organic layer washed with 1N NaOH, H2O
  6. dry with materialdried (MgSO4)
  7. concentrationwas concentrated

출처 및 근거

ORD 기록
ord-f5acfee845f346d2bde71a6b832961fc
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05648363

반응 노트

불러오는 중…