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Sodium Carbonate → tert-butyl 2-[(2-ethoxymethyl-5-oxido-1-propyl-1H-imidazo[4,5-c]quinolin-8-yl)oxy]ethylcarbamate

HRID 2203492
ノート
印刷プレビュー

反応式

HRID 2203492 の反応式
C1C=C(Cl)C=C(C(OO)=[O:9])C=1.[C:12]([O:16][C:17](=[O:42])[NH:18][CH2:19][CH2:20][O:21][C:22]1[CH:31]=[CH:30][C:29]2[N:28]=[CH:27][C:26]3[N:32]=[C:33]([CH2:38][O:39][CH2:40][CH3:41])[N:34]([CH2:35][CH2:36][CH3:37])[C:25]=3[C:24]=2[CH:23]=1)([CH3:15])([CH3:14])[CH3:13].C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:40]([O:39][CH2:38][C:33]1[N:34]([CH2:35][CH2:36][CH3:37])[C:25]2[C:24]3[CH:23]=[C:22]([O:21][CH2:20][CH2:19][NH:18][C:17](=[O:42])[O:16][C:12]([CH3:13])([CH3:14])[CH3:15])[CH:31]=[CH:30][C:29]=3[N+:28]([O-:9])=[CH:27][C:26]=2[N:32]=1)[CH3:41]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 131731977tert-butyl[2-(2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-8-yloxy)ethyl]carbamate

生成物 1

HCID 68973926tert-butyl 2-[(2-ethoxymethyl-5-oxido-1-propyl-1H-imidazo[4,5-c]quinolin-8-yl)oxy]ethylcarbamate収率 64.9%

試薬・触媒・溶媒 1

HCID 6212
Chloroform
溶媒
2 回

実験手順

mCPBA (60% pure, 12.76 g, 44.36 mmol) was added in one portion to a solution of tert-butyl[2-(2-ethoxymethyl-1-propyl-1H-imidazo[4,5-c]quinolin-8-yloxy)ethyl]carbamate (14.4 g, 33.6 mmol) and chloroform (150 mL); the reaction mixture was stirred for 30 minutes. The reaction mixture was then poured into saturated aqueous sodium carbonate (100 mL) and stirred for 30 minutes. Chloroform (250 mL) was added, and the organic fraction was washed sequentially with 5% aqueous sodium carbonate, water, and brine; dried over magnesium sulfate; filtered; and concentrated under reduced pressure. The resulting red oil was triturated with ethyl acetate to provide 9.7 g of tert-butyl 2-[(2-ethoxymethyl-5-oxido-1-propyl-1H-imidazo[4,5-c]quinolin-8-yl)oxy]ethylcarbamate as a peach-colored powder.

後処理

  1. stirringstirred for 30 minutes
  2. washthe organic fraction was washed sequentially with 5% aqueous sodium carbonate, water, and brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationand concentrated under reduced pressure
  6. customThe resulting red oil was triturated with ethyl acetate

出典と根拠

ORDレコード
ord-b2f6e5290f9b44c2a0e98929e8b2f5de
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09365567B2

反応ノート

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