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(3-Bromophenyl)acetic acid → 2-(3-Bromophenyl)acetamide

HRID 2243210
ノート
印刷プレビュー

反応式

HRID 2243210 の反応式
O[N:2]1C2C=CC=CC=2N=N1.C(N(C(C)C)C(C)C)C.C(=O)([O-])[O-].[NH4+].[NH4+].[Br:26][C:27]1[CH:28]=[C:29]([CH2:33][C:34]([OH:36])=O)[CH:30]=[CH:31][CH:32]=1.Cl.CN(C)CCCN=C=NCC>>[Br:26][C:27]1[CH:28]=[C:29]([CH2:33][C:34]([NH2:2])=[O:36])[CH:30]=[CH:31][CH:32]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 74653(3-Bromophenyl)acetic acidHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 517111Ammonium CarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 1

HCID 117360272-(3-Bromophenyl)acetamide

実験手順

1-Hydroxybenzotriazole (HOBT, 13.82 g, 102.3 mmol), N-ethyldiisopropyl amine (Hunig's base, 13.22 g, 102.3 mmol) and ammonium carbonate (27.0 g, 279.0 mmol) were added to a solution of (3-bromophenyl)acetic acid (20.0 g, 93.0 mmol) in freshly dried and distilled tetrahydrofuran (80 mL) under a nitrogen atmosphere. The reaction mixture was stirred at room temperature for about 5 minutes and then cooled to 0° C. and stirred at the same temperature for about 1 hour. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCLHCl, 19.61 g, 102.3 mmol) was added at 0° C. under nitrogen atmosphere. The reaction mixture was stirred at room temperature for about 12 hours. The solvent was evaporated under vacuum and water was added. A white solid was obtained which was filtered, washed with water and dried. Yield: 12.69 g.

後処理

  1. customin freshly dried
  2. distillationdistilled tetrahydrofuran (80 mL) under a nitrogen atmosphere
  3. temperaturecooled to 0° C.
  4. stirringstirred at the same temperature for about 1 hour
  5. stirringThe reaction mixture was stirred at room temperature for about 12 hours
  6. customThe solvent was evaporated under vacuum and water
  7. additionwas added
  8. customA white solid was obtained which
  9. filtrationwas filtered
  10. washwashed with water
  11. customdried

出典と根拠

ORDレコード
ord-6e7e639fb1db440782789e3a93073842
出典データセット
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07674811B2

反応ノート

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