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Dimethyl Sulfoxide → Methyl 2-methyl-4-(4-methylpiperazin-1-yl)benzoate

HRID 1803866
ノート
印刷プレビュー

反応式

HRID 1803866 の反応式
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7](F)=[CH:6][C:5]=1[CH3:11].[CH3:13][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.C([O-])([O-])=O.[K+].[K+].CS(C)=O>C(Cl)Cl>[CH3:11][C:5]1[CH:6]=[C:7]([N:17]2[CH2:18][CH2:19][N:14]([CH3:13])[CH2:15][CH2:16]2)[CH:8]=[CH:9][C:4]=1[C:3]([O:2][CH3:1])=[O:12]
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

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 2782181Methyl 4-fluoro-2-methylbenzoate

生成物 1

HCID 54298739Methyl 2-methyl-4-(4-methylpiperazin-1-yl)benzoate収率 38%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

反応条件

温度
110 °C

実験手順

In a cylindrical quartz tube were placed 4-fluoro-2-methyl-benzoic acid methyl ester (1.2 g, 7.14 mmol), N-methylpiperazine (0.95 ml, 8.5 mmol), K2CO3 (990 mg, 7.14 mmol) and DMSO (4 ml). The reaction was heated for 20 hours at 110° C. until HPLC revealed the disappearance of the starting-material. DCM (15 ml) was added and the solution was washed twice with water and the organic phase was dried over anhydrous Na2SO4. The crude was purified by flash chromatography (DCM/MeOH 95:5) affording the desired compound (670 mg, 38%).

後処理

  1. customIn a cylindrical quartz tube were placed
  2. washthe solution was washed twice with water
  3. dry with materialthe organic phase was dried over anhydrous Na2SO4
  4. customThe crude was purified by flash chromatography (DCM/MeOH 95:5)

出典と根拠

ORDレコード
ord-42af34958a74446e9a2789e26fd8a153
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08354399B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート