Ethyl chloroformate → 2-Ethenyl-4,4-dimethyl-1,3-oxazol-5(4H)-one

HRID 452282ノート

反応式

HRID 452282 の反応式
[C:1]([CH2:5][NH:6][C@H:7]([C:9]([OH:11])=[O:10])[CH3:8])(=O)[CH:2]=C.Cl[C:13](OCC)=O>>[CH3:13][C:7]1([CH3:8])[N:6]=[C:5]([CH:1]=[CH2:2])[O:10][C:9]1=[O:11]

参加物

3

反応物 2

HCID 10928Ethyl chloroformateHCID 57278894HCID 57278894、化合物

生成物 1

HCID 98127942-Ethenyl-4,4-dimethyl-1,3-oxazol-5(4H)-one

反応条件

温度
-78 °C

実験手順

2-Vinyl-4,4-Dimethylazlactone (VDM) was prepared from N-acryloylmethylalanine (S. M. Heilmann and H. K. Smith II, J. Appl. Polym. Sci., 24, 1551 (1979)) by the Taylor and Platt procedure (L. D. Taylor and T. E. Platt, J. Polym. Sci. Polym. Lett. Ed., 7, 597 (1969)) with ethyl chloroformate as the dehydrating agent. A modified workup procedure was used in which, instead of cooling the filtrate to crystallize the product, the filtrate was concentrated on a rotary evaporator, and the crude product was distilled just above room temperature at 0.5 Torr. Receiving flasks were cooled to −78° C. to collect the product. Typical distilled yields were approximately 80%.

後処理

  1. temperatureinstead of cooling the filtrate
  2. customto crystallize the product
  3. concentrationthe filtrate was concentrated on a rotary evaporator
  4. distillationthe crude product was distilled just above room temperature at 0.5 Torr
  5. customto collect the product
  6. distillationTypical distilled
  7. customyields

出典と根拠

ORDレコード
ord-60b61a9f78fc43a9ac1283bfb1c25cc0
出典データセット
uspto-grants-2013_07
特許番号
US08491749B2

反応ノート

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