Formaldehyde → 2-(1-[Indol-3-ylmethyl]piperid-4-yl)-1H-isoindole-1,3-(2H)-dione

HRID 1578110ノート

反応式

HRID 1578110 の反応式
C=O.[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4]1.Cl.[NH:13]1[CH2:18][CH2:17][CH:16]([N:19]2[C:27](=[O:28])[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20]2=[O:29])[CH2:15][CH2:14]1.[C:30]([O-])(=O)C.[Na+]>C(O)(=O)C.O>[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:30][N:13]2[CH2:18][CH2:17][CH:16]([N:19]3[C:20](=[O:29])[C:21]4[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:27]3=[O:28])[CH2:15][CH2:14]2)=[CH:4]1

参加物

7

反応物 4

HCID 712FormaldehydeHCID 798IndoleHCID 517045Sodium AcetateHCID 218825602-(Piperidin-4-yl)isoindoline-1,3-dione hydrochloride

生成物 1

HCID 205688982-(1-[Indol-3-ylmethyl]piperid-4-yl)-1H-isoindole-1,3-(2H)-dione

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

Formaldehyde (0.84 cm3, 40% aq. w/v, 11.3 mmol) was added to a stirred and cooled mixture of indole (1.32 g, 11.3 mmol), 2-(piperid-4-yl)-1H-isoindol-1,3-(2H)-dione, hydrochloride (3.0 g, 11.3 mmol), and sodium acetate (0.93 g, 11.3 mmol) in glacial acetic acid (10 cm3). The suspension was stirred at room temperature for 5 hours, then poured into water and a gummy precipitate filtered off. The mother liquors were basified by addition of 0.880 ammonia to precipitate the title compound, which was collected and dried (2.52 g, 62.4%).

後処理

  1. temperaturecooled
  2. stirringThe suspension was stirred at room temperature for 5 hours
  3. filtrationa gummy precipitate filtered off
  4. additionThe mother liquors were basified by addition of 0.880 ammonia
  5. customto precipitate the title compound, which
  6. customwas collected
  7. customdried (2.52 g, 62.4%)

出典と根拠

ORDレコード
ord-1eb450068dfb450db327d477248e24e9
出典データセット
uspto-grants-1981_09
特許番号
US04291042

反応ノート

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