Hydrochloric Acid → (2S)-5-oxooxolane-2-carboxylic acid

HRID 60736

반응식

HRID 60736 반응식
N[C@@H:2]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])[C:3]([OH:5])=[O:4].Cl.N([O-])=O.[Na+]>O>[O:4]=[C:3]1[O:5][C@H:7]([C:8]([OH:10])=[O:9])[CH2:6][CH2:2]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 33032L-Glutamic AcidHCID 23668193Sodium Nitrite

생성물 1

HCID 636468(2S)-5-oxooxolane-2-carboxylic acid수율 63.3%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

To a solution of (S)-2-aminopentanedioic acid (100 g, 680 mmol) in H2O (500 mL) was added HCl (140 mL, 1.6 mol) and then NaNO2 (70.4 g, 1.02 mol) in H2O (100 mL) was added slowly at −5° C.-0° C., and the reaction mixture was stirred at room temperature for 24 hours. The solvent was concentrated in vacuo below 50° C. The residue was suspended in EtOAc (500 mL) and filtered. The filtrate was dried over Na2SO4 and concentrated in vacuo to afford 56 g crude product of (2S)-5-oxotetrahydrofuran-2-carboxylic acid (compound 28a) as yellow oil, which was used in next step without further purification.

후처리

  1. concentrationThe solvent was concentrated in vacuo below 50° C
  2. filtrationfiltered
  3. dry with materialThe filtrate was dried over Na2SO4
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-7d6da0dadc8841038a667aa9079986f3
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09441008B2

연결된 노트

불러오는 중…