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

HRID 54836

반응식

HRID 54836 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-5e16446cfae24e40a58886efbd0df072
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05623087

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