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Butyric Acid → 4-Methyl-2-propyl-1H-benzimidazole

HRID 1977827
ノート
印刷プレビュー

反応式

HRID 1977827 の反応式
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:9].[C:10](O)(=O)[CH2:11][CH2:12][CH3:13].[H-].[Na+].C(=O)([O-])[O-].[Na+].[Na+].C(=O)=O>O>[CH3:9][C:3]1[C:2]2[N:1]=[C:10]([CH2:11][CH2:12][CH3:13])[NH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 264Butyric AcidHCID 280Carbon DioxideHCID 10340Sodium CarbonateHCID 175932,3-DiaminotolueneHCID 24758Sodium hydride

生成物 1

HCID 219956454-Methyl-2-propyl-1H-benzimidazole

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

5.00 g (41 mmol) of 2,3-diamino-toluene and 3.7 ml (41 mmol) of butyric acid are stirred in 41 ml of polyphosphoric acid at 120° C. for 3 hours, and the mixture is poured into 410 ml of water and brought to pH=9 with solid sodium hydride. Thereafter, sodium carbonate is added until the evolution of carbon dioxide has ended, the mixture is extracted five times with 100 ml of ethyl acetate each time, the combined organic phases are dried with anhydrous sodium sulphate and the solution is evaporated—finally under a high vacuum; crude weight: 5.89 g. The product is purified by chromatography over silica gel 60 (Merck/40-63 μm/methylene chloride:methanol=100:1); yield: 2.45 (34%). Rf=0.16 (methylene chloride:methanol=20:1)

後処理

  1. extractionthe mixture is extracted five times with 100 ml of ethyl acetate each time
  2. dry with materialthe combined organic phases are dried with anhydrous sodium sulphate
  3. customthe solution is evaporated—finally under a high vacuum
  4. customThe product is purified by chromatography over silica gel 60 (Merck/40-63 μm/methylene chloride:methanol=100:1)

出典と根拠

ORDレコード
ord-201323a010e24d32aa29cc9a4b2b9ce3
出典データセット
uspto-grants-2001_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06235770B1

反応ノート

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