Ethyl Acetate → HCID 178497374、化合物

HRID 1945467ノート

反応式

HRID 1945467 の反応式
[C:1](C1C=CC(OCC(O)=O)=CC=1)(C)(C)C.[CH3:16][O:17][C:18](=[O:27])[C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[C:21]([NH2:26])[CH:20]=1.C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>C[Si](OP(=O)=O)(C)C>[CH3:16][O:17][C:18]([C:19]1[CH:24]=[CH:23][C:22]2[NH:25][CH:1]=[N:26][C:21]=2[CH:20]=1)=[O:27]

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 157182-(4-Tert-butylphenoxy)acetic acidHCID 1355243,5-Diamino-2-methylbenzoic acidHCID 516892Sodium Bicarbonate

生成物 1

HCID 178497374HCID 178497374、化合物収率 221.8%

試薬・触媒・溶媒 1

HCID 16133246Trimethyl(phosphooxy)silane溶媒

反応条件

温度
160 °C

実験手順

A mixture of (4-tert-butyl-phenoxy)acetic acid (300 mg, 1.4 mmol), 3,4-diaminobenzoic acid methyl ester (300 mg, 1.4 mmol) in PPSE (4.8 mL) was heated at 160° C. for 4 h. At the end of the reaction period, the mixture was taken to ethyl acetate and neutralized with aqueous sodium bicarbonate. The organic layer was separated and the aqueous solution extracted with ethyl acetate. The combined extracts were dried over anhydrous MgSO4, filtered and the solvent was removed with rotary evaporator under reduced pressure. The residue was purified by flash chromatography (EtOAc:Hexane=1:9˜4:6) to afford 2-2,4-tert-butyl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid methyl ester as a colorless powder (547 mg, 80% yield).

後処理

  1. customAt the end of the reaction period
  2. customThe organic layer was separated
  3. extractionthe aqueous solution extracted with ethyl acetate
  4. dry with materialThe combined extracts were dried over anhydrous MgSO4
  5. filtrationfiltered
  6. customthe solvent was removed with rotary evaporator under reduced pressure
  7. customThe residue was purified by flash chromatography (EtOAc:Hexane=1:9˜4:6)

出典と根拠

ORDレコード
ord-132a311c25694118be6ef657fa90bf1a
出典データセット
uspto-grants-2013_03
特許番号
US08394799B2

反応ノート

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