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

HRID 742505

反応式

HRID 742505 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-e24d34f2b92f429e9881db870ca1cd5f
出典データセット
uspto-grants-1996_09
特許番号
US05554620

関連ノート

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