Potassium Carbonate → (s)-Methyl 2-oxooxazolidine-4-carboxylate

HRID 1585866

반응식

HRID 1585866 반응식
Cl.[CH3:2][O:3][C:4](=[O:9])[C@H:5]([CH2:7][OH:8])[NH2:6].[C:10]([O-])([O-])=[O:11].[K+].[K+].ClC(Cl)(OC(=O)OC(Cl)(Cl)Cl)Cl>O.C1(C)C=CC=CC=1>[C:4]([C@@H:5]1[CH2:7][O:8][C:10](=[O:11])[NH:6]1)([O:3][CH3:2])=[O:9]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 94429TriphosgeneHCID 2723730L-Serine, methyl ester, hydrochloride (1:1)

생성물 1

HCID 385463(s)-Methyl 2-oxooxazolidine-4-carboxylate수율 88.4%

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

To (S)-serine methyl ester hydrochloride (20 g, 128.64 mmol) in water (230 ml) was added KHCO3 (14.16 g, 141.52 mmol) and K2CO3 (19.56 g, 141.52 mmol) at room temperature. It was then cooled by an ice bath and triphosgene (19.04 gm, 64.32 mmol) was added in toluene (192 ml) via an addition funnel over 25 minutes. The reaction mixture turned cloudy. After 2 h, reaction phases were separated and the aqueous layer was lyophilized to yield (S)-4-carbomethoxy-2-oxazolidinone as a white solid (16.5 g) in 88% yield.

후처리

  1. temperatureIt was then cooled by an ice bath
  2. customreaction phases
  3. customwere separated

출처 및 근거

ORD 기록
ord-4fd5720bfd6d46f8bfd853f658a15fe5
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05939554

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