Ammonia → Dimethyl 3-benzyl-2-isoxazolin-5-ylphosphonate

HRID 1084797

反応式

HRID 1084797 の反応式
C1(N=C=O)C=CC=CC=1.[CH:10]([P:12](=[O:17])([O:15][CH3:16])[O:13][CH3:14])=[CH2:11].[C:18]1([CH2:24][CH2:25][N+:26]([O-])=[O:27])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.N>C1(C)C=CC=CC=1.C(N(CC)CC)C>[CH2:24]([C:25]1[CH2:11][CH:10]([P:12](=[O:17])([O:15][CH3:16])[O:13][CH3:14])[O:27][N:26]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

参加物

7

反応物 4

HCID 222AmmoniaHCID 7672Phenyl isocyanateHCID 78376Dimethyl vinylphosphonateHCID 802081-Nitro-2-phenylethane

生成物 1

HCID 20062388Dimethyl 3-benzyl-2-isoxazolin-5-ylphosphonate

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒2 回HCID 8471Triethylamine溶媒2 回

実験手順

13.5 ml (0.124 mol) of phenyl isocyanate, 9.5 g (0.07 mol) of dimethyl vinylphosphonate and 1 ml of triethylamine are introduced into 120 ml of toluene. A solution of 9.3 g (0.062 mol) of 2-phenylnitroethane and 1 ml of triethylamine dissolved in 150 ml of toluene is added dropwise in 5 hours, the mixture is stirred overnight and then for 30 minutes after addition of 30 ml of concentrated aqueous ammonia, precipitated diphenylurea is removed by filtration and washed with ethyl acetate, and the combined organic phases are extracted by shaking successively with water, 2 N hydrochloric acid and water, and are dried and concentrated. 13.9 g of reddish brown oil remain.

後処理

  1. additionis added dropwise in 5 hours
  2. customprecipitated diphenylurea
  3. customis removed by filtration
  4. washwashed with ethyl acetate
  5. extractionthe combined organic phases are extracted
  6. stirringby shaking successively with water, 2 N hydrochloric acid and water
  7. customare dried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-64ce610377564b8b98bef1e464548e59
出典データセット
uspto-grants-1991_04
特許番号
US05006515

関連ノート

読み込み中…