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Potassium Carbonate → Methyl 4-((4E)-5-{2-[(4-tert-butylbenzyl)oxy]phenyl}-3-{2-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-ethyl}pent-4-en-1-yl)benzoate

HRID 1920580
ノート
印刷プレビュー

反応式

HRID 1920580 の反応式
[C:1]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9]Br)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:19]([O:21][C:22](=[O:51])[CH2:23][C:24]1([CH2:27][CH2:28][CH:29](/[CH:42]=[CH:43]/[C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=2[OH:50])[CH2:30][CH2:31][C:32]2[CH:41]=[CH:40][C:35]([C:36]([O:38][CH3:39])=[O:37])=[CH:34][CH:33]=2)[CH2:26][CH2:25]1)[CH3:20]>C(#N)C>[C:1]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9][O:50][C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][C:44]=2/[CH:43]=[CH:42]/[CH:29]([CH2:28][CH2:27][C:24]2([CH2:23][C:22]([O:21][CH2:19][CH3:20])=[O:51])[CH2:25][CH2:26]2)[CH2:30][CH2:31][C:32]2[CH:33]=[CH:34][C:35]([C:36]([O:38][CH3:39])=[O:37])=[CH:40][CH:41]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]
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 3

HCID 11430Potassium CarbonateHCID 878361-(Bromomethyl)-4-(1,1-dimethylethyl)benzeneHCID 57965770Methyl 4-[(4E)-3-{2-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]ethyl}-5-(2-hydroxyphenyl)pent-4-en-1-yl]benzoate

生成物 1

HCID 57965760Methyl 4-((4E)-5-{2-[(4-tert-butylbenzyl)oxy]phenyl}-3-{2-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-ethyl}pent-4-en-1-yl)benzoate

試薬・触媒・溶媒 1

HCID 6342
Acetonitrile
溶媒

実験手順

134.6 mg (0.59 mmol) of 4-(tert-butyl)benzyl bromide and 163.8 mg (1.18 mmol) of anhydrous potassium carbonate are added to a solution of 178 mg (0.395 mmol) of methyl 4-[(4E)-3-{2-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]ethyl}-5-(2-hydroxyphenyl)pent-4-en-1-yl]benzoate in 5 ml of dry acetonitrile, and the mixture is heated under reflux for 12 hours. The mixture is then concentrated to dryness. The residue is taken up in ethyl acetate, washed with water and saturated sodium chloride solution and dried over sodium sulfate. The organic phase is concentrated. The crude product obtained is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 10:1). This gives 130.6 mg (55% of theory) of a solid.

後処理

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 12 hours
  3. concentrationThe mixture is then concentrated to dryness
  4. washwashed with water and saturated sodium chloride solution
  5. dry with materialdried over sodium sulfate
  6. concentrationThe organic phase is concentrated

出典と根拠

ORDレコード
ord-223901bad6a7488cbe691d428666bd0f
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08168821B2

反応ノート

読み込み中…

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