Acetyl chloride → 1-[3-(4-Bromophenyl)pyrrolidin-1-yl]ethanone

HRID 338260ノート

反応式

HRID 338260 の反応式
C(N(CC)CC)C.Cl.[Br:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[CH2:20][CH2:19][NH:18][CH2:17]2)=[CH:12][CH:11]=1.[C:21](Cl)(=[O:23])[CH3:22]>C1COCC1.O>[Br:9][C:10]1[CH:11]=[CH:12][C:13]([CH:16]2[CH2:20][CH2:19][N:18]([C:21](=[O:23])[CH3:22])[CH2:17]2)=[CH:14][CH:15]=1

参加物

6

反応物 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 534077083-(4-Bromophenyl)pyrrolidine hydrochloride

生成物 1

HCID 842041851-[3-(4-Bromophenyl)pyrrolidin-1-yl]ethanone収率 117.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Triethylamine (192 mg, 1.9 mmol) was added to a suspension of 3-(4-bromophenyl)pyrrolidine hydrochloride (200 mg, 0.76 mmol) in anhydrous THF (5 mL). The mixture was stirred at room temperature for 5 minutes and then treated with acetyl chloride (66 mg, 0.84 mmol). The reaction mixture was stirred for 20 hours at room temperature. The reaction mixture was diluted with water and extracted with EtOAc (2×20 mL). The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo to give 1-[3-(4-bromophenyl)pyrrolidin-1-yl]ethanone (0.24 g, quantitative yield) as an oil which was used directly in the next step. MS (ES+) 267.9 (M+H)+.

後処理

  1. stirringThe reaction mixture was stirred for 20 hours at room temperature
  2. extractionextracted with EtOAc (2×20 mL)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-26a7adb36e314ca2b7124ebbb44baf13
出典データセット
uspto-grants-2014_11
特許番号
US08889730B2

反応ノート

読み込み中…