Ammonium Acetate → HCID 54285037、化合物

HRID 1491664ノート

反応式

HRID 1491664 の反応式
[C:1]([O:10][CH2:11][C:12]([C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1)=O)(=O)[CH2:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].C([O-])(=O)C.[NH4+:25]>C(O)(=O)C>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([C:12]2[N:25]=[C:1]([CH2:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])[O:10][CH:11]=2)=[CH:15][CH:16]=1

参加物

4

反応物 2

HCID 517165Ammonium AcetateHCID 539218831-[2-(4-Chlorophenyl)-2-oxoethyl] 4-ethyl butanedioate

生成物 1

HCID 54285037HCID 54285037、化合物収率 31.3%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
110 °C

実験手順

A mixture of 2-(4-chlorophenyl)-2-oxoethyl ethyl succinate (7.6 g), ammonium acetate (9.8 g) and acetic acid (80 ml) was stirred for an hour at 110° C. and refluxed for 2 hours. The solvent was distilled off. The residue was diluted with water, made basic by addition of aqueous sodium hydrogen carbonate solution and then extracted with ethyl acetate. The ethyl acetate layer was washed with water, and dried over MgSO4. After removal of the solvent, the oily residue was subjected to a silica gel column chromatography. Crystals of ethyl 4-(4-chlorophenyl)-2-oxazolepropionate (2.23 g, 31%) were obtained from the fraction eluted with ethyl acetate-hexane (1:3, V/V). Recrystallization from ethyl acetate-hexane gave colorless plate crystals of mp 65°-66° C.

後処理

  1. temperaturerefluxed for 2 hours
  2. distillationThe solvent was distilled off
  3. additionThe residue was diluted with water
  4. additionmade basic by addition of aqueous sodium hydrogen carbonate solution
  5. extractionextracted with ethyl acetate
  6. washThe ethyl acetate layer was washed with water
  7. dry with materialdried over MgSO4
  8. customAfter removal of the solvent

出典と根拠

ORDレコード
ord-b2943bded91c47d28b7c252ee3e1edda
出典データセット
uspto-grants-1994_12
特許番号
US05371098

反応ノート

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