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Sodium Carbonate → 1,3-Bis[4-[4-(4-isopropoxy-3,5-dimethoxyphenyl)benzoyl]-1-piperazinyl]propane

HRID 1006236
ノート
印刷プレビュー

反応式

HRID 1006236 の反応式
[C:1](=[O:4])([O-])[O-].[Na+].[Na+].Br[C:8]1[CH:39]=[CH:38][C:11]([C:12]([N:14]2[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][N:23]3[CH2:28][CH2:27][N:26]([C:29](=[O:37])[C:30]4[CH:35]=[CH:34][C:33](Br)=[CH:32][CH:31]=4)[CH2:25][CH2:24]3)[CH2:16][CH2:15]2)=[O:13])=[CH:10][CH:9]=1.[CH:40]([O:43][C:44]1[C:49]([O:50][CH3:51])=[CH:48][C:47](B(O)O)=[CH:46][C:45]=1[O:55][CH3:56])([CH3:42])[CH3:41]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH:40]([O:43][C:44]1[C:45]([O:55][CH3:56])=[CH:46][C:47]([C:33]2[CH:32]=[CH:31][C:30]([C:29]([N:26]3[CH2:25][CH2:24][N:23]([CH2:22][CH2:21][CH2:20][N:17]4[CH2:18][CH2:19][N:14]([C:12](=[O:13])[C:11]5[CH:10]=[CH:9][C:8]([C:47]6[CH:48]=[C:49]([O:50][CH3:51])[C:44]([O:43][CH:40]([CH3:42])[CH3:41])=[C:45]([O:55][CH3:56])[CH:46]=6)=[CH:39][CH:38]=5)[CH2:15][CH2:16]4)[CH2:28][CH2:27]3)=[O:37])=[CH:35][CH:34]=2)=[CH:48][C:49]=1[O:4][CH3:1])([CH3:42])[CH3:41]
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

5

反応物 3

HCID 10340Sodium CarbonateHCID 116927231,3-Bis[4-(4-bromobenzoyl)-1-piperazinyl]propaneHCID 224855944-Isopropoxy-3,5-dimethoxyphenylboronic acid

生成物 1

HCID 104407901,3-Bis[4-[4-(4-isopropoxy-3,5-dimethoxyphenyl)benzoyl]-1-piperazinyl]propane収率 94%

試薬・触媒・溶媒 1

HCID 178418397
HCID 178418397、化合物
触媒

反応条件

温度
80 °C

実験手順

Under nitrogen were added 2.40 mL (48 mmol) of a 2 mol/L aqueous sodium carbonate solution and 729.9 mg (0.632 mmol) of tetrakis(triphenylphosphine)palladium (0) to a solution of 4.50 g (7.79 mmol) of 1,3-bis[4-(4-bromobenzoyl)-1-piperazinyl]propane and 4.50 g (18.7 mmol) of 4-isopropoxy-3,5-dimethoxyphenylboronic acid in ethanol-toluene (15 mL -60 mL), and the mixture was stirred for 3 hours at 80° C. The reaction mixture was concentrated under reduced pressure to remove the organic solvents. Water (15 mL) was added to the residue and the mixture was extracted with chloroform (100 mL, 3×30 mL). The organic layers were combined, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by chromatography on silica gel to give 5.93 g of 1,3-bis[4-[4-(4-isopropoxy-3,5-dimethoxyphenyl)benzoyl]-1-piperazinyl]propane as a colorless oil (yield 94%).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto remove the organic solvents
  3. additionWater (15 mL) was added to the residue
  4. extractionthe mixture was extracted with chloroform (100 mL, 3×30 mL)
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-02ca2cf3049d4966a43346bf430d9afb
出典データセット
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06787653B2

反応ノート

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