Acetone → 1-Chloro-4-(2-isocyanatopropan-2-yl)benzene

HRID 585941ノート

反応式

HRID 585941 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:13])([CH3:12])C(Cl)=O)=[CH:4][CH:3]=1.[N-:14]=[N+]=[N-].[Na+].C[C:19](C)=[O:20]>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([N:14]=[C:19]=[O:20])([CH3:12])[CH3:13])=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 180AcetoneHCID 33557Sodium AzideHCID 135368632-(4-Chlorophenyl)-2-methylpropanoyl chloride

生成物 1

HCID 131183231-Chloro-4-(2-isocyanatopropan-2-yl)benzene収率 96%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

The product of Example 76A (4.00 g, 19.4 mmol) in acetone (9 mL) at 0° C. was treated with a solution of sodium azide (1.27 g) in water (9 mL) dropwise over 15 minutes. After stirring for 30 minutes at 0° C., the mixture was extracted with toluene (20 mL). The organic extract was dried with MgSO4, filtered, and the filtrate heated at reflux for 1 hour. The mixture was allowed to cool to room temperature and was concentrated under reduced pressure to provide the title compound as a pale yellow oil (3.45 g, 96%).

後処理

  1. extractionthe mixture was extracted with toluene (20 mL)
  2. extractionThe organic extract
  3. dry with materialwas dried with MgSO4
  4. filtrationfiltered
  5. temperaturethe filtrate heated
  6. temperatureat reflux for 1 hour
  7. temperatureto cool to room temperature
  8. concentrationwas concentrated under reduced pressure

出典と根拠

ORDレコード
ord-293dbff1e4eb40c49e1a5610106bb9f1
出典データセット
uspto-grants-2005_08
特許番号
US06933311B2

反応ノート

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