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Hydrochloric Acid → 4,4,4-Trifluoro-1-(4-methoxy-2,5-dimethyl-phenyl)-butane-1,3-dione

HRID 628527
ノート
印刷プレビュー

反応式

HRID 628527 の反応式
[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[CH:7][C:6]([C:10](=[O:12])[CH3:11])=[C:5]([CH3:13])[CH:4]=1.C([O:16][C:17](=O)[C:18]([F:21])([F:20])[F:19])C.[O-]CC.[Na+].Cl>C(O)C.O.O1CCCC1>[F:19][C:18]([F:21])([F:20])[C:17](=[O:16])[CH2:11][C:10]([C:6]1[CH:7]=[C:8]([CH3:9])[C:3]([O:2][CH3:1])=[CH:4][C:5]=1[CH3:13])=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 9794Ethyl trifluoroacetateHCID 2723922Sodium ethoxideHCID 149071491-(4-Methoxy-2,5-dimethylphenyl)ethanone

生成物 1

HCID 985795504,4,4-Trifluoro-1-(4-methoxy-2,5-dimethyl-phenyl)-butane-1,3-dione収率 88.4%

試薬・触媒・溶媒 3

HCID 702
Ethanol
溶媒
HCID 962Water溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

At room temperature, to a mixture of 1-(4-methoxy-2,5-dimethylphenyl)-ethanone (described in Reference Preparation example 82) 5 g and tetrahydrofuran 200 ml was added trifluoroacetic acid ethyl ester 7.9 g and 20% sodium ethoxide solution in ethanol 19 g. The resulting mixture was stirred with heating under reflux for seven hours, and then to the reaction mixture was added water 70 ml, and the resulting mixture was acidified with 6N aqueous hydrochloric acid solution. The resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and was dried over anhydrous magnesium sulfate, and was then concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to give 4,4,4-trifluoro-1-(4-methoxy-2,5-dimethyl-phenyl)-butane-1,3-dione 6.8 g.

後処理

  1. temperaturewith heating
  2. temperatureunder reflux for seven hours
  3. extractionThe resulting mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialwas dried over anhydrous magnesium sulfate
  6. concentrationwas then concentrated under reduced pressure

出典と根拠

ORDレコード
ord-649c4681f8874d0b9428e6f27e7a781a
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09314023B2

反応ノート

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