Acetic Acid → HCID 20708434、化合物

HRID 430792

反応式

HRID 430792 の反応式
[H-].[Na+].[C:3](=[N:16][OH:17])([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Br[CH2:19][CH2:20][C:21]1[C:25]2[CH:26]=[CH:27][CH:28]=[C:29]([O:30][CH2:31][C:32]([O:34][CH3:35])=[O:33])[C:24]=2[O:23][C:22]=1[CH3:36].C(O)(=O)C>CN(C=O)C.O>[C:4]1([C:3](=[N:16][O:17][CH2:19][CH2:20][C:21]2[C:25]3[CH:26]=[CH:27][CH:28]=[C:29]([O:30][CH2:31][C:32]([O:34][CH3:35])=[O:33])[C:24]=3[O:23][C:22]=2[CH3:36])[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 11324Benzophenone oximeHCID 24758Sodium hydrideHCID 20708442HCID 20708442、化合物

生成物 1

HCID 20708434HCID 20708434、化合物収率 65%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒3 回

実験手順

Sodium hydride (60%, 30 mg) was suspended in DMF (1 ml) and a solution of benzophenoneoxime (157 mg) in DMF (2 ml) was added dropwise thereto, followed by stirring the resulting mixture at room temperature for 1 hour. To this solution, a solution of methyl (3-(2-bromoethyl)-2-methylbenzofuran-7-yloxy)acetate (201 mg) in DMF (3 ml) was added dropwise and the solution was stirred at room temperature for 30 minutes. Acetic acid was added to this reaction solution and the resulting solution was added to water layer (50 ml) followed by extraction of the resultant twice with ethyl acetate (20 ml). The organic layers were combined and washed with saturated brine, followed by drying over sodium sulfate. After removing the sodium sulfate by filtration, the solvent was removed under reduced pressure and the residue was purified by column chromatography (solvent: hexane/ethyl acetate=5/1) using silica gel to obtain the desired compound (177 mg, yield: 65%).

後処理

  1. stirringthe solution was stirred at room temperature for 30 minutes
  2. extractionfollowed by extraction of the resultant twice with ethyl acetate (20 ml)
  3. washwashed with saturated brine
  4. dry with materialby drying over sodium sulfate
  5. customAfter removing the sodium sulfate
  6. filtrationby filtration
  7. customthe solvent was removed under reduced pressure
  8. customthe residue was purified by column chromatography (solvent: hexane/ethyl acetate=5/1)

出典と根拠

ORDレコード
ord-a1303b54e7e24e15b8caa44ef97d2701
出典データセット
uspto-grants-2001_11
特許番号
US06323235B1

関連ノート

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