Ethylene Glycol → 3-(1,3-Dioxolan-2-yl)isoquinoline

HRID 742505

반응식

HRID 742505 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH:11]=[O:12])[N:2]=1.[CH2:13](O)[CH2:14][OH:15].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[O:12]1[CH2:13][CH2:14][O:15][CH:11]1[C:3]1[N:2]=[CH:1][C:10]2[C:5]([CH:4]=1)=[CH:6][CH:7]=[CH:8][CH:9]=2

참가 물질

5

반응물 3

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 231555Isoquinoline-3-carboxaldehyde

생성물 1

HCID 190474993-(1,3-Dioxolan-2-yl)isoquinoline수율 89.9%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 3-isoquinolinecarboxaldehyde (7 g, 44.5 mmol), 5.5 g (88 mmol) of ethylene glycol, 400 ml of toluene and 1.1 g (4.4 mmol) of p-toluenesulfonic acid was refluxed for 16 h while separating the water formed. The mixture was cooled to room temperature and washed with sodium bicarbonate solution, water, and brine. The organic layer was dried over sodium sulfate, and concentrated in vacuo to afford 8 g (89.9%) of 3-(1,3-dioxolan-2-yl)isoquinoline (Formula XII: R2 =R7 =H).

후처리

  1. temperaturewas refluxed for 16 h
  2. customwhile separating the water
  3. customformed
  4. washwashed with sodium bicarbonate solution, water, and brine
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e24d34f2b92f429e9881db870ca1cd5f
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05554620

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