Dimethylformamide → 1-Benzyl-1,3,9,10,11,12-hexahydro-2H-quino[4,3,2-ef][1,2]benzoxazepin-2-one

HRID 981928ノート

反応式

HRID 981928 の反応式
N1[C:7]2=[C:8]3[C:13](=[N:14][C:15]4=[CH:16][CH:17]=[CH:18][C:5](=[C:6]24)[O:4]CC1=O)[CH2:12][CH2:11][CH2:10][CH2:9]3.[CH3:20][C:21](C)([O-:23])C.[K+].[CH2:26](Br)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C[N:35](C)C=O>O>[CH2:26]([CH:20]1[C:7]2=[C:8]3[C:13](=[N:14][C:15]4=[CH:16][CH:17]=[CH:18][C:5](=[C:6]24)[O:4][NH:35][C:21]1=[O:23])[CH2:12][CH2:11][CH2:10][CH2:9]3)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 9795016HCID 9795016、化合物HCID 23665647Potassium tert-butoxide

生成物 1

HCID 200686091-Benzyl-1,3,9,10,11,12-hexahydro-2H-quino[4,3,2-ef][1,2]benzoxazepin-2-one収率 41%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a suspension of 1,3,9,10,11,12-hexahydro-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one (4.30 g) in dry dimethylformamide (50 ml) was added potassium tert-butoxide (2.1 g). To the solution was added benzyl bromide (2.22 ml), and stirring was continued for five mins. The reaction mixture was diluted with water (150 ml) and extracted with diethyl ether. The organic phase was washed with water, brine, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated. Trituration of the residue with pentane followed by recrystallization from methanol gave 2.42 g (41%) of product, mp 166°-167.5° C.

後処理

  1. extractionextracted with diethyl ether
  2. washThe organic phase was washed with water, brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated
  6. customTrituration of the residue with pentane followed by recrystallization from methanol

出典と根拠

ORDレコード
ord-52eddcb74c254b0784d88f87ed38dc13
出典データセット
uspto-grants-1991_02
特許番号
US04994452

反応ノート

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