4-Methoxybenzenesulfonyl chloride → L-Aspartic Acid

HRID 324288

反応式

HRID 324288 の反応式
[NH2:1][C@@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4]([OH:6])=[O:5].COC1C=CC(S(Cl)(=O)=O)=CC=1>[OH-].[Na+]>[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4]([OH:6])=[O:5]

参加物

4

反応物 2

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 83887D-Aspartic Acid

生成物 1

HCID 5960L-Aspartic Acid

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

反応条件

温度
70 °C

実験手順

D-Aspartic acid (2.66 g) is suspended in 2N NaOH (30 mL) and 4-methoxyphenylsulfonyl chloride (4.12 g) is added. The mixture is stirred at 70° C. for 5 hours (clear solution), cooled down to room temperature and extracted with methylene chloride. The aqueous phase, after acidifying with 12N HCl, is extracted with ethyl acetate. The combined organic phases are with brine, dried (Na2SO4) and concentrated under reduced pressure to give N-[4-methoxyphenyl)sulfonyl]-D-aspartic acid as a white solid.

後処理

  1. temperaturecooled down to room temperature
  2. extractionextracted with methylene chloride
  3. extractionis extracted with ethyl acetate
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-de226369a28f4cc8b18b16c2cda762da
出典データセット
uspto-grants-2001_04
特許番号
US06218389B1

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