Water → Ethyl 5-chloro-1,2-oxazole-3-carboxylate

HRID 1918506ノート

反応式

HRID 1918506 の反応式
C(N([CH2:6][CH3:7])CC)C.Cl[C:9](=[N:15][OH:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11].O.[Cl:18]CCl>ClC(Cl)=C>[Cl:18][C:6]1[O:16][N:15]=[C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 6344DichloromethaneHCID 8471TriethylamineHCID 6816376Ethyl chloro(hydroximino)acetate

生成物 1

HCID 66831968Ethyl 5-chloro-1,2-oxazole-3-carboxylate収率 39%

試薬・触媒・溶媒 1

HCID 6366Vinylidene chloride溶媒2 回

実験手順

A mixture of triethylamine (13.12 mL; 90.73 mmol) in 1,1-dichloroethene (75 mL) was added to ethyl 2-chloro-2-(hydroxyimino)acetate (5.5 g; 36.29 mmol) in 1,1-dichloroethene (50 mL) over a period of 2 h the reaction mixture was stirred at room temperature for 20 min and portioned between water (75 mL) and dichloromethane (75 mL). The aqueous were extracted with dichloromethane, the organic layers rejoined were dried, concentrated under reduced pressure and the crude material was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane) to afford ethyl 5-chloroisoxazole-3-carboxylate 2.5 g (39%).

後処理

  1. extractionThe aqueous were extracted with dichloromethane
  2. customthe organic layers rejoined were dried
  3. concentrationconcentrated under reduced pressure
  4. customthe crude material was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane)

出典と根拠

ORDレコード
ord-197f0c4b09bf416b96cc63fec99fd362
出典データセット
uspto-grants-2013_12
特許番号
US08618138B2

反応ノート

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