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Ethyl Acetate → Methyl 4-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-phenylbenzoate

HRID 1245165
ノート
印刷プレビュー

反応式

HRID 1245165 の反応式
[CH3:1][O:2][C:3]1[C:4]([CH3:34])=[C:5]([C:25]([O:32][CH3:33])=[C:26]([O:30][CH3:31])[C:27]=1[O:28][CH3:29])[CH2:6]C1C=CC(C(OC)=O)=C(OS(C(F)(F)F)(=O)=O)C=1.C(=O)([O-])[O-].[Na+].[Na+].[Cl-].[Li+].[C:43]1(B(O)O)[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1.[C:52]([O:55][CH2:56]C)(=[O:54])[CH3:53]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[C:4]([CH3:34])=[C:5]([C:25]([O:32][CH3:33])=[C:26]([O:30][CH3:31])[C:27]=1[O:28][CH3:29])[CH2:6][C:3]1[CH:4]=[CH:5][C:53]([C:52]([O:55][CH3:56])=[O:54])=[C:26]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[CH:27]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 8857Ethyl AcetateHCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 433294Lithium ChlorideHCID 11237521Methyl 4-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-(trifluoromethanesulfonyl)oxybenzoate

生成物 1

HCID 10113900Methyl 4-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-phenylbenzoate
収率 96%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
95 °C

実験手順

To a solution of methyl 4-(3,4,5,6-tetramethoxy-2-methylbenzyl)-2-(trifluoromethanesulfonyl)oxybenzoate (102 mg, 0.2007 mmol) in toluene (2.3 ml) were added tetrakistriphenylphosphine palladium (4.6 mg, 0.0039 mmol), aqueous solution of sodium carbonate (2M aqueous solution, 0.35 ml), lithium chloride (17 mg, 0.4010 mmol) and ethanolic solution (1.0 ml) of benzene boronic acid (27 mg, 0.2214 mmol) and the mixture was heated with stirring at 95° C. for 16 hours. The reaction solution was diluted with ethyl acetate (100 ml), washed with water and dried and the solvent was evaporated therefrom. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=6:1) to give the title compound (84 mg, 0.1926 mmol, 96%).

後処理

  1. temperaturethe mixture was heated
  2. washwashed with water
  3. customdried
  4. customthe solvent was evaporated
  5. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=6:1)

出典と根拠

ORDレコード
ord-2444e6585ff74970958c7666de467121
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07122543B2

反応ノート

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