Ethylene Glycol → HCID 66596793、化合物

HRID 503992ノート

反応式

HRID 503992 の反応式
[CH3:1][O:2][C:3]1[C:12]2[NH:11][C:10](=[O:13])[CH2:9][CH2:8][C:7]=2[C:6]([CH:14]=[O:15])=[CH:5][CH:4]=1.[CH2:16](O)[CH2:17][OH:18].C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>[O:15]1[CH2:16][CH2:17][O:18][CH:14]1[C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[C:12]2[C:7]=1[CH2:8][CH2:9][C:10](=[O:13])[NH:11]2

参加物

6

反応物 3

HCID 174Ethylene GlycolHCID 516892Sodium BicarbonateHCID 859802658-Methoxy-2-oxo-1,2,3,4-tetrahydroquinoline-5-carboxaldehyde

生成物 1

HCID 66596793HCID 66596793、化合物収率 70%

試薬・触媒・溶媒 2

HCID 521998p-Toluenesulfonic acid monohydrate触媒HCID 1140Toluene溶媒

実験手順

8-Methoxy-2-oxo-1,2,3,4-tetrahydroquinoline-5-carboxaldehyde (42 g) was suspended in toluene (400 ml), and ethylene glycol (33.7 ml) and p-toluenesulfonic acid monohydrate (0.78 g) were added, and the resulting mixture was heated under reflux in a Dean-Stark apparatus for 4.5 hours. The reaction mixture was cooled, and 10 ml of an aqueous solution containing 1.72 g of sodium bicarbonate was added. Stirring was carried out for some time, and the produced solid was collected by filtration. The solid was washed with water and toluene and dried at 60° C. to thereby obtain 35.5 g (yield: 70%) of 5-(1,3-dioxolan-2-yl)-8-methoxy-3,4-dihydro-1H-quinolin-2-one as white crystals.

後処理

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux in a Dean-Stark apparatus for 4.5 hours
  3. temperatureThe reaction mixture was cooled
  4. additionwas added
  5. filtrationthe produced solid was collected by filtration
  6. washThe solid was washed with water and toluene
  7. customdried at 60° C.

出典と根拠

ORDレコード
ord-1e2553d19e084690b34f86c8bec65b9a
出典データセット
uspto-grants-2010_08
特許番号
US07777038B2

反応ノート

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