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Triethylamine → Diisopropyl Ether

HRID 1766200
ノート
印刷プレビュー

反応式

HRID 1766200 の反応式
[CH:1]1([C:7](Cl)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:10][C:11]1[CH:40]=[CH:39][C:14]2[N:15]([CH:19]3[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][CH2:27][C:28]([C:30]4[CH:35]=[C:34]([Br:36])[C:33]([NH2:37])=[C:32]([Br:38])[CH:31]=4)=[O:29])[CH2:21][CH2:20]3)[C:16](=[O:18])[NH:17][C:13]=2[CH:12]=1.C(N(CC)CC)C>C1COCC1>[NH2:37][C:33]1[C:34]([Br:36])=[CH:35][C:30]([C:28](=[O:29])[CH2:27][CH2:26][CH2:25][N:22]2[CH2:21][CH2:20][CH:19]([N:15]3[C:14]4[CH:39]=[CH:40][C:11]([NH:10][C:7]([CH:1]5[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]5)=[O:8])=[CH:12][C:13]=4[NH:17][C:16]3=[O:18])[CH2:24][CH2:23]2)=[CH:31][C:32]=1[Br:38].[CH:1]([O:29][CH:28]([CH3:27])[CH3:30])([CH3:6])[CH3:2]
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 3

HCID 8471TriethylamineHCID 75938Cyclohexanecarbonyl chlorideHCID 211098785-amino-1-{1-[4-(4-amino-3,5-dibromophenyl)-4-oxobutyl]-4-piperidinyl}-1,3-dihydro-2(2H)-benzimidazolone

生成物 2

HCID 7914Diisopropyl EtherHCID 211097741-{1-[4-(4-amino-3,5-dibromophenyl)-4-oxobutyl]-4-piperidinyl}-5-cyclohexanecarbonylamino-1,3-dihydro-2(2H)-benzimidazolone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

58.64 mg (0.40 mmol) of cyclohexanecarboxylic acid chloride were added to a solution of 200 mg (0.363 mmol) of 5-amino-1-{1-[4-(4-amino-3,5-dibromophenyl)-4-oxobutyl]-4-piperidinyl}-1,3-dihydro-2(2H)-benzimidazolone and 0.056 ml (0.40 mmol) of triethylamine in 10 ml of THF at a reaction temperature of 0° C. and the suspension formed was then stirred for 2 hours at ambient temperature. The mixture was evaporated down in vacuo, the residue was purified by column chromatography on silica gel (30–60 μm) using dichloromethane/methanol/cyclohexane/conc. ammonia 400/40/40/2.5 v/v/v/v as eluant. By working up the appropriate fractions. 106 mg (44% of theoretical) of the desired compound were obtained in the form of colourless crystals (diisopropyl-ether), Rf 0.67 (El B). IR (KBr): 1695.3 (C═O) MS: (M-H2O)+=641/643/645 (Br2)

後処理

  1. customthe suspension formed
  2. customThe mixture was evaporated down in vacuo
  3. customthe residue was purified by column chromatography on silica gel (30–60 μm)

出典と根拠

ORDレコード
ord-0c5daf366b3f48a78be07509f3ac62b3
出典データセット
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07230001B1

反応ノート

読み込み中…

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