4-Methoxybenzenesulfonyl chloride → L-Aspartic Acid

HRID 324288

반응식

HRID 324288 반응식
[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]

참가 물질

4

반응물 2

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 83887D-Aspartic Acid

생성물 1

HCID 5960L-Aspartic Acid

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

반응 조건

온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-de226369a28f4cc8b18b16c2cda762da
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218389B1

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