Methanol → Methyl 2-aminoisobutyrate hydrochloride

HRID 54229

反応式

HRID 54229 の反応式
S(Cl)([Cl:3])=O.[NH2:5][C:6]([CH3:11])([CH3:10])[C:7]([OH:9])=[O:8].[CH3:12]O>>[ClH:3].[NH2:5][C:6]([CH3:11])([CH3:10])[C:7]([O:9][CH3:12])=[O:8]

参加物

4

反応物 3

HCID 887MethanolHCID 6119Aminoisobutyric acidHCID 24386Thionyl Chloride

生成物 1

HCID 13258034Methyl 2-aminoisobutyrate hydrochloride収率 96%

反応条件

温度
50 °C

実験手順

A 500 mL round bottomed flask equipped with nitrogen inlet, thermometer adapter, solids addition funnel, and magnetic stirrer was placed in an ice salt bath and charged with 100 mL of methanol. To this solution was added thionyl chloride(18.0 mL, 0.25 mol) via syringe at such a rate that the internal temperature was maintained at less than 0° C. This solution was then treated with aminoisobutyric acid (19.6g, 0.19 mol) portion wise from the addition funnel at such a rate that the temperature did not rise above 5° C. The ice bath was removed and replaced with an oil bath and the solution warmed to 50° C. for 1 h and then concentrated in vacuo. The salt was thoroughly dried under vacuum to give the desired product as a white solid 28 g, 96%, mp 185° C. 1H nmr (CDCl3) 300 MHz 8.87(brs, 3H), 3.74(s, 3H), 1.65(s, 6H).

後処理

  1. customA 500 mL round bottomed flask equipped with nitrogen inlet, thermometer adapter, solids addition funnel, and magnetic stirrer
  2. customwas placed in an ice salt bath
  3. temperaturewas maintained at less than 0° C
  4. customdid not rise above 5° C
  5. customThe ice bath was removed
  6. customreplaced with an oil bath
  7. concentrationconcentrated in vacuo
  8. customThe salt was thoroughly dried under vacuum

出典と根拠

ORDレコード
ord-acac0781eb2d44a682d79a72323edaab
出典データセット
uspto-grants-1997_04
特許番号
US05622949

関連ノート

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