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Sodium Iodide → 1-[2-(1-Naphthyl)ethyl]-4-benzamidopiperidine

HRID 437219
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HRID 437219 반응식
Br[CH2:2][CH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1.[C:14]([NH:22][CH:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(NC(C)C)(C)C.[I-].[Na+]>CN(C)C=O.O>[C:4]1([CH2:3][CH2:2][N:26]2[CH2:27][CH2:28][CH:23]([NH:22][C:14](=[O:21])[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:24][CH2:25]2)[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 5238Sodium IodideHCID 7912DiisopropylamineHCID 118120N-4-PiperidylbenzamideHCID 1395411-(2-Bromoethyl)naphthalene

생성물 1

HCID 214306091-[2-(1-Naphthyl)ethyl]-4-benzamidopiperidine수율 65.6%

시약·촉매·용매 2

HCID 962Water용매
HCID 6228
Dimethylformamide
용매

반응 조건

온도
70 °C

실험 절차

1-(2-Bromoethyl)naphthalene (3.0 g.) was added to a solution of 4-benzamidopiperidine (3.0 g.), di-isopropylamine (4 ml.) and a trace of sodium iodide in dimethylformamide (10 ml.). The mixture was heated at 70° C. overnight, then poured into water and extracted with methylene chloride. The washed and dried extracts were evaporated and the residue was recrystallised from benzene to give the title compound (3.0 g.), m.p. 160°-162° C. (Found: C, 80.5; H, 7.4; N, 7.5 C24H26N2O requires C, 80.4; H, 7.3; N, 7.8%).

후처리

  1. extractionextracted with methylene chloride
  2. washThe washed
  3. customdried extracts
  4. customwere evaporated
  5. customthe residue was recrystallised from benzene

출처 및 근거

ORD 기록
ord-b87f60e2c4174f2f9c871af09f7d99f4
출처 데이터셋
uspto-grants-1977_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04029801

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