Methane → Methyl 3-isocyanatophenylacetate

HRID 975948ノート

反応式

HRID 975948 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH:5]=[CH:6][CH:7]=1.C.[O:14]=[C:15](Cl)OC(Cl)(Cl)Cl>C1(C)C=CC=CC=1>[N:1]([C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH:5]=[CH:6][CH:7]=1)=[C:15]=[O:14]

参加物

5

反応物 3

HCID 297MethaneHCID 10426DiphosgeneHCID 13054266Methyl 3-aminophenylacetate

生成物 1

HCID 19070835Methyl 3-isocyanatophenylacetate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

反応条件

温度
-20 °C

実験手順

Methyl 3-isocyanatophenylacetate is prepared as follows: at a temperature in the vicinity of -20° C. and under argon, 8.25 g of methyl 3-aminophenylacetate in solution in 100 cm3 of toluene are added to a suspension of 1 g of charcoal and 6 cm3 of diphosgene in 70 cm3 of toluene. The reaction mixture is stirred and maintained at -20° C. for 15 minutes, then, after returning to a temperature in the vicinity of 20° C., heated under reflux for 2 hours and 30 minutes. The mixture is then degassed by bubbling through argon for 30 minutes, filtered on Celite, rinsed with 50 cm3 of dichloromethane and concentrated under reduced pressure at a temperature in the vicinity of 50° C. 9.30 g of methyl 3-isocyanatophenylacetate are thus obtained in the form of a yellow liquid stored under argon and used as it is in subsequent syntheses.

後処理

  1. customMethyl 3-isocyanatophenylacetate is prepared
  2. customafter returning to a temperature in the vicinity of 20° C.
  3. temperatureheated
  4. temperatureunder reflux for 2 hours and 30 minutes
  5. customThe mixture is then degassed
  6. customby bubbling through argon for 30 minutes
  7. filtrationfiltered on Celite
  8. washrinsed with 50 cm3 of dichloromethane
  9. concentrationconcentrated under reduced pressure at a temperature in the vicinity of 50° C

出典と根拠

ORDレコード
ord-ec61fc5678df46afb8b2dbbfeaf9ab9f
出典データセット
uspto-grants-1997_03
特許番号
US05610144

反応ノート

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