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Dimethylformamide → 1-[7-(2-Methoxyethoxy)-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]-4-(4-methylphenyl)piperazine

HRID 1850500
ノート
印刷プレビュー

反応式

HRID 1850500 の反応式
CN(C=O)C.[CH3:6][C:7]1([CH3:32])[CH2:11][C:10]2[C:12]([CH3:31])=[C:13]([N:18]3[CH2:23][CH2:22][N:21]([C:24]4[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=4)[CH2:20][CH2:19]3)[C:14]([CH3:17])=[C:15]([OH:16])[C:9]=2[O:8]1.Br[CH2:34][CH2:35][O:36][CH3:37].C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C.O>[CH3:37][O:36][CH2:35][CH2:34][O:16][C:15]1[C:9]2[O:8][C:7]([CH3:32])([CH3:6])[CH2:11][C:10]=2[C:12]([CH3:31])=[C:13]([N:18]2[CH2:19][CH2:20][N:21]([C:24]3[CH:25]=[CH:26][C:27]([CH3:30])=[CH:28][CH:29]=3)[CH2:22][CH2:23]2)[C:14]=1[CH3:17]
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 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 594849982,2,4,6-Tetramethyl-5-[4-(4-methylphenyl)piperazin-1-yl]-2,3-dihydro-1-benzofuran-7-ol

生成物 1

HCID 594851191-[7-(2-Methoxyethoxy)-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran-5-yl]-4-(4-methylphenyl)piperazine収率 14.5%

試薬・触媒・溶媒

2
HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

To a solution of DMF (5 mL) containing 2,2,4,6-tetramethyl-5-[4-(4-methylphenyl)piperazin-1-yl]-2,3-dihydro-1-benzofuran-7-ol (200 mg, 0.546 mmol) synthesized in Example 72, 1-bromo-2-methoxyethane (382 mg, 2.75 mmol) and potassium carbonate (380 mg, 2.75 mmol) were added, and the mixture was stirred at 100° C. for 24 hours. After cooled to room temperature, water was added to the mixture, and extraction was performed using ethyl acetate. The extract was dried using anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate 100:0-90:10) to obtain 33.5 mg of the title compound (yield 14%). Melting point was 118 to 120° C. (hexane).

後処理

  1. additionwere added
  2. temperatureAfter cooled to room temperature
  3. customThe extract was dried
  4. customthe solvent was removed under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate 100:0-90:10)

出典と根拠

ORDレコード
ord-2263fa93ab3047f9860824474911f887
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08957069B2

反応ノート

読み込み中…

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