Benzyl Bromide → HCID 15445561、化合物

HRID 2082343ノート

反応式

HRID 2082343 の反応式
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[C:7]([NH2:9])=[O:8].[CH2:10](Br)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(N(CC)CC)C>C(Cl)Cl>[CH2:10]([NH:9][C:7]([C@@H:2]1[CH2:3][CH2:4][CH2:5][CH2:6][NH:1]1)=[O:8])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 8471TriethylamineHCID 6933831(S)-Piperidine-2-carboxamide

生成物 1

HCID 15445561HCID 15445561、化合物収率 80%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a suspension of 9.0 g (70.2 mmol) of (S)-piperidine-2-carboxamide (prepared by the method of Geotz Hardtmann, William Houlihan and Rudolf Giger, U.S. Pat. No. 4,760,065) in 100 mL of methylene chloride was added 24.0 g (140.4 mmol) of benzyl bromide and 7.2 g (70.2 mmol) of triethylamine. The mixture was stirred at room temperature for 24 h and washed with 1N aqueous sodium hydroxide. The organic layer was dried over anhydrous sodium sulfate and solvent was removed at reduced pressure. The residue was purified by silica gel chromatography using hexane:ethyl acetate (1:1) as eluent to give (S)-N-benzyl-piperidine-2-carboxamide (12.2 g, 80%), mp 103°-104° C., specific rotation=-90.7° (c=2.5, ethanol).

後処理

  1. customprepared by the method of Geotz Hardtmann, William Houlihan and Rudolf Giger, U.S
  2. washwashed with 1N aqueous sodium hydroxide
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate and solvent
  4. customwas removed at reduced pressure
  5. customThe residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-0b95b6b22b2b4702b07b16cfb38d8f68
出典データセット
uspto-grants-1993_02
特許番号
US05189046

反応ノート

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