1-Bromopentane → HCID 19967445、化合物

HRID 976629

反応式

HRID 976629 の反応式
[H-].[Na+].[CH2:3]([O:10][NH:11][C:12]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][CH3:24])=[CH:17][CH:16]=1)=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Br[CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>CN(C)C=O.O>[CH2:3]([O:10][N:11]([CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[C:12]([NH:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:21][CH2:22][CH2:23][CH3:24])=[CH:19][CH:20]=1)=[O:13])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

参加物

6

反応物 3

HCID 80571-BromopentaneHCID 24758Sodium hydrideHCID 199673681-Benzyloxy-3-(4-butylphenyl)urea

生成物 1

HCID 19967445HCID 19967445、化合物収率 62%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Sodium hydride (0.14 g of 80% in mineral oil, 4.7 mmol) was added to a solution of 1-benzyloxy-3-(4-butylphenyl)urea (1.25 g, 4.2 mmol) in N,N-dimethylformamide (5 mL). The reaction mixture was heated briefly on a steam bath under a nitrogen atmosphere. The reaction mixture was allowed to cool to ambient temperature then 1-bromopentane (0.63 g, 4.2 mmol) was added. The reaction mixture was heated at 90° C. overnight. The reaction mixture was cooled to ambient temperature, diluted with water and then extracted with diethyl ether. The organic layer was washed with water, dried with magnesium sulfate and then concentrated to provide 1.47 g of crude product as a brown oil. This material was purified by flash chromatography (silica gel; 1:19 ethyl acetate:hexanes) to provide 0.96 g of 1-benzyloxy-3-(4-butylphenyl)-1-pentylurea as an oil.

後処理

  1. temperatureThe reaction mixture was heated briefly on a steam bath under a nitrogen atmosphere
  2. temperatureThe reaction mixture was heated at 90° C. overnight
  3. temperatureThe reaction mixture was cooled to ambient temperature
  4. extractionextracted with diethyl ether
  5. washThe organic layer was washed with water
  6. dry with materialdried with magnesium sulfate
  7. concentrationconcentrated
  8. customto provide 1.47 g of crude product as a brown oil
  9. customThis material was purified by flash chromatography (silica gel; 1:19 ethyl acetate:hexanes)

出典と根拠

ORDレコード
ord-161e249b100a4b4390ab9e5b292ca3c8
出典データセット
uspto-grants-1997_03
特許番号
US05612377

関連ノート

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