Water → (R)-2-Acetoxy-4-(methylthio)butyric Acid

HRID 1031784

반응식

HRID 1031784 반응식
N[C@@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][S:5][CH3:6].N([O-])=O.[Na+].O.[C:15]([O:18]CC)(=[O:17])[CH3:16]>C(O)(=O)C>[C:15]([O:18][C@H:2]([CH2:3][CH2:4][S:5][CH3:6])[C:7]([OH:9])=[O:8])(=[O:17])[CH3:16]

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 84815D-MethionineHCID 23668193Sodium Nitrite

생성물 1

HCID 10954386(R)-2-Acetoxy-4-(methylthio)butyric Acid

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

D-Methionine (14.9 g, 0.10 mol) was stirred in 300 ml of acetic acid. Sodium nitrite (13.8 g, 0.2 mol) was added portionwise over 45 minutes while maintaining the temperature in the range 20°-30° C. After stirring for an additional 90 minutes at room temperature, the resulting yellow solution was stripped in vacuo to solids which were distributed between 300 ml each of water and ethyl acetate. The organic layer was separated, washed with saturated NaCl, dried over MgSO4 and stripped to yield 7.0 g of title product as a yellow oil, used directly in the next step; tlc Rf 0.08 (3:1 hexane:ethyl acetate).

후처리

  1. temperaturewhile maintaining the temperature in the range 20°-30° C
  2. customThe organic layer was separated
  3. washwashed with saturated NaCl
  4. dry with materialdried over MgSO4

출처 및 근거

ORD 기록
ord-1f6a28fcd55a4c98a474bc5626e59543
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04954647

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