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Toluene → Ethyl 1-(7-ethoxy-7-oxoheptyl)-2-oxocyclopentane-1-carboxylate

HRID 1580338
ノート
印刷プレビュー

反応式

HRID 1580338 の反応式
[K].[CH3:2][CH2:3][O:4][C:5]([CH:7]1[C:11](=[O:12])[CH2:10][CH2:9][CH2:8]1)=[O:6].Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21].[C:23]1(C)C=CC=C[CH:24]=1>>[C:5]([C:7]1([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:8][CH2:9][CH2:10][C:11]1=[O:12])([O:4][CH2:3][CH3:2])=[O:6]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 1140TolueneHCID 69136Ethyl 2-oxocyclopentanecarboxylate2 回HCID 1217237-Bromoheptanoic acidHCID 5462222Potassium2 回

生成物 1

HCID 13046295Ethyl 1-(7-ethoxy-7-oxoheptyl)-2-oxocyclopentane-1-carboxylate

実験手順

Under agitation, 500 g. of potassium salt of the ethyl ester of 2-oxocyclopentanecarboxylic acid is added to a boiling solution of 550 g. of the ethyl ester of 7-bromoenanthic acid in 6 l. of toluene; the mixture is further refluxed and, after one hour, another 250 g. of the potassium salt of the ethyl ester of 2-oxocyclopentanecarboxylic acid is added thereto. The reaction mixture is refluxed for another 24 hours, filtered after cooling, the solvent is distilled off, the residue is diluted with 3 l. of ether, washed with water, dried over Na2SO4, and the solvent is distilled off. After fractionation of the residue, 2-carbethoxy-2-(6-carbethoxyhexyl)-cyclopentanone is obtained as a colorless oil, b.p. = 165° (0.3 mm. Hg).

後処理

  1. temperaturethe mixture is further refluxed and, after one hour
  2. temperatureThe reaction mixture is refluxed for another 24 hours
  3. filtrationfiltered
  4. temperatureafter cooling
  5. distillationthe solvent is distilled off
  6. additionthe residue is diluted with 3 l
  7. washof ether, washed with water
  8. dry with materialdried over Na2SO4
  9. distillationthe solvent is distilled off

出典と根拠

ORDレコード
ord-c9a3c1767ee54421862774dd4534d6a2
出典データセット
uspto-grants-1976_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03932487

反応ノート

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