Water → Benzyl 4-bromopiperidine-1-carboxylate

HRID 1269768

反応式

HRID 1269768 の反応式
Br.[Br:2][CH:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.[CH2:9]([O:16][C:17](ON1C(=O)CCC1=O)=[O:18])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.CN1CCOCC1.O>O1CCCC1>[Br:2][CH:3]1[CH2:8][CH2:7][N:6]([C:17]([O:16][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:18])[CH2:5][CH2:4]1

参加物

6

反応物 4

HCID 962WaterHCID 79724-MethylmorpholineHCID 83172Benzyl succinimido carbonateHCID 27346764-Bromopiperidine Hydrobromide

生成物 1

HCID 2776275Benzyl 4-bromopiperidine-1-carboxylate収率 98.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4-bromopiperidine hydrobromide (3.0 g, 12.2 mmol) in tetrahydrofuran (30 ml) were added 1-{[(benzyloxy)carbonyl]oxy}-2,5-pyrrolidinedione (3.20 g, 12.9 mmol), N-methylmorpholine (1.62 ml, 14.7 mmol) and 4-N,N-dimethylaminopyridine (30 mg) at room temperature, and stirred at room temperature for 16 hours. The reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed with a 1N-aqueous hydrochloric acid solution, dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent, and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate=1/1) to obtain benzyl 4-bromo-1-piperidinecarboxylate (3.58 g, 98%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with a 1N-aqueous hydrochloric acid solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationdistilled under reduced pressure
  5. customto remove the solvent
  6. customthe resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate=1/1)

出典と根拠

ORDレコード
ord-8ffc2216144248a1b5320f2e36839be0
出典データセット
uspto-grants-2007_04
特許番号
US07199147B2

関連ノート

読み込み中…