Diethyl Ether → 1-Benzyloxy-3-(4-butylphenyl)urea

HRID 976628

反応式

HRID 976628 の反応式
C(OCC)C.Cl.[CH2:7]([O:14][NH2:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH-].[Na+].[CH2:18]([C:22]1[CH:27]=[CH:26][C:25]([N:28]=[C:29]=[O:30])=[CH:24][CH:23]=1)[CH2:19][CH2:20][CH3:21]>O>[CH2:7]([O:14][NH:15][C:29]([NH:28][C:25]1[CH:26]=[CH:27][C:22]([CH2:18][CH2:19][CH2:20][CH3:21])=[CH:23][CH:24]=1)=[O:30])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 102312Benzyloxyamine hydrochlorideHCID 27963134-Butylphenyl isocyanate

生成物 1

HCID 199673681-Benzyloxy-3-(4-butylphenyl)urea収率 82.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

Diethyl ether (10 mL) was added to a suspension of O-benzylhydroxylamine hydrochloride (0.82 g, 5.1 mmol) in water (1 mL). A solution of sodium hydroxide (0.23 g, 5.8 mmol) in water (1 mL) was added and the mixture was stirred for several minutes. The aqueous layer was removed by pipette and extracted with diethyl ether (3 mL). The ether extract was added to the reaction flask. 4-Butylphenyl isocyanate (0.90 g, 5.1 mole) was added to the reaction flask via pipette in a single portion. A mild reflux occurred. The reaction mixture was allowed to stir at ambient temperature for 15 minutes then purified by flash chromatography (silica gel; 1:4 ethyl acetate:hexanes) to provide 1.25 g of 1-benzyloxy-3-(4-butylphenyl)urea as a fluffy white solid, m.p. 90.6°-91.4° C.

後処理

  1. customThe aqueous layer was removed by pipette
  2. extractionextracted with diethyl ether (3 mL)
  3. extractionThe ether extract
  4. additionwas added to the reaction flask
  5. temperatureA mild reflux
  6. stirringto stir at ambient temperature for 15 minutes
  7. customthen purified by flash chromatography (silica gel; 1:4 ethyl acetate:hexanes)

出典と根拠

ORDレコード
ord-200dd5cd30574eb1bc6e00ccdce855fb
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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