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Morpholine → 3-nitro-4-valeramidobenzoic Acid Morpholide

HRID 1939288
ノート
印刷プレビュー

反応式

HRID 1939288 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[NH:13][C:14](=[O:19])[CH2:15][CH2:16][CH2:17][CH3:18])[C:7]([OH:9])=O)([O-:3])=[O:2].C1(N=C=NC2CCCCC2)CCCCC1.ON1C2C=CC=CC=2N=N1.[NH:45]1[CH2:50][CH2:49][O:48][CH2:47][CH2:46]1>O1CCCC1>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[NH:13][C:14](=[O:19])[CH2:15][CH2:16][CH2:17][CH3:18])[C:7]([N:45]1[CH2:50][CH2:49][O:48][CH2:47][CH2:46]1)=[O:9])([O-:3])=[O:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8083MorpholineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 117776583-nitro-4-(pentanoylamino)benzoic Acid

生成物 1

HCID 538887563-nitro-4-valeramidobenzoic Acid Morpholide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

In tetrahydrofuran (800 ml), 3 -nitro-4-valeramidobenzoic acid ([1]-(11)-1) (20.0 g) was dissolved. Dicyclohexylcarbodiimide (17.1 g) and 1-hydroxybenzotriazole (11.2 g) were added to the solution, and the mixture was stirred at room temperature for 15 minutes. Morpholine (7.27 g) was further added to the solution. The mixture was stirred for 16 hours. After the insolubles were removed from the reaction solution, the solution was concentrated and dried. The crude product was dissolved in chloroform, and the insolubles were removed, and the solution was purified by silica gel column chromatography (Kieselgel 60=400 g, chloroform/methanol=30/1) to obtain the compound ([1]-(12)-1) (22.95 g) as yellow needle crystals.

後処理

  1. stirringThe mixture was stirred for 16 hours
  2. customAfter the insolubles were removed from the reaction solution
  3. concentrationthe solution was concentrated
  4. customdried
  5. dissolutionThe crude product was dissolved in chloroform
  6. customthe insolubles were removed
  7. customthe solution was purified by silica gel column chromatography (Kieselgel 60=400 g, chloroform/methanol=30/1)
  8. customto obtain the compound ([1]-(12)-1) (22.95 g) as yellow needle crystals

出典と根拠

ORDレコード
ord-b6bb95ed191a4ecb8596110a2b2d0650
出典データセット
uspto-grants-1997_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05696118

反応ノート

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