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

HRID 54836

反応式

HRID 54836 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-5e16446cfae24e40a58886efbd0df072
出典データセット
uspto-grants-1997_04
特許番号
US05623087

関連ノート

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