Ethanol → Alanine, 2-methyl-, ethyl ester

HRID 450034

反応式

HRID 450034 の反応式
[NH2:1][C:2]([CH3:7])([CH3:6])[C:3]([OH:5])=[O:4].S(Cl)(Cl)=O.[CH2:12](O)[CH3:13]>>[CH2:12]([O:4][C:3](=[O:5])[C:2]([NH2:1])([CH3:7])[CH3:6])[CH3:13]

参加物

4

反応物 3

HCID 702EthanolHCID 6119Aminoisobutyric acidHCID 24386Thionyl Chloride

生成物 1

HCID 70683Alanine, 2-methyl-, ethyl ester収率 63%

反応条件

温度
0 °C

実験手順

2-Amino-2-methyl-propionic acid (1.0 g, 9.69 mmol) was dissolved in ethanol (15 ml) and cooled to 0° C. Thionyl chloride (1.7 g, 14.53 mmol, 1.5 eq) was added to the reaction mixture, which was then heated to reflux overnight. The solvent was evaporated and the residue was partitioned between water and ethyl acetate. The organic layer was concentrated and dried to give 2-amino-2-methyl-propionic acid ethyl ester (0.8 g, 63%). The crude compound was used in the next stage without purification.

後処理

  1. temperaturewas then heated
  2. temperatureto reflux overnight
  3. customThe solvent was evaporated
  4. customthe residue was partitioned between water and ethyl acetate
  5. concentrationThe organic layer was concentrated
  6. customdried

出典と根拠

ORDレコード
ord-b9501f6ba7be4d5b99e63345d16d1dfc
出典データセット
uspto-grants-2013_07
特許番号
US08486962B2

関連ノート

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