Benzyl Bromide → HCID 15445561, 화합물

HRID 2082343노트

반응식

HRID 2082343 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 15445561HCID 15445561, 화합물수율 80%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0b95b6b22b2b4702b07b16cfb38d8f68
출처 데이터셋
uspto-grants-1993_02
특허 번호
US05189046

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