Methanol → methyl N-(2-chloroacetyl)carbamate

HRID 27411

反応式

HRID 27411 の反応式
[Cl:1][CH2:2][C:3]([NH2:5])=[O:4].[C:6](Cl)(=[O:10])C(Cl)=O.[CH3:12][OH:13]>ClCCCl>[CH3:12][O:13][C:6](=[O:10])[NH:5][C:3](=[O:4])[CH2:2][Cl:1]

参加物

5

反応物 3

HCID 887MethanolHCID 6580ChloroacetamideHCID 65578Oxalyl chloride

生成物 1

HCID 518783methyl N-(2-chloroacetyl)carbamate

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

反応条件

温度
0 °C

実験手順

A suspension of 2-chloroacetamide (122.6 g, 1.31 mol) in 300 ml of 1,2-dichloroethane is cooled to 0° C. and treated with oxalyl chloride (200 g, 1.57 mol). The reaction mixture is heated at reflux for 4 hours. After cooling to 5° C., 68 ml of MeOH is added dropwise while keeping the internal temperature below 15° C. with external cooling. After addition is complete, the product is separated by filtration and washed with CH2Cl2 and Et2O. Recrystallization from CH2Cl2 yields methyl(chloroacetyl)carbamate.

後処理

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 4 hours
  3. temperatureAfter cooling to 5° C.
  4. customthe internal temperature below 15° C.
  5. additionAfter addition
  6. customthe product is separated by filtration
  7. washwashed with CH2Cl2 and Et2O
  8. customRecrystallization from CH2Cl2

出典と根拠

ORDレコード
ord-93e933a150fd4dfdad3e601d64c283ad
出典データセット
uspto-grants-1980_09
特許番号
US04221796

関連ノート

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