Triethylamine → 1-[(2-Methoxy-3-piridyl)methyl]-4-(2,2-dibromovinyl)piperidine

HRID 1837689노트

반응식

HRID 1837689 반응식
[CH3:1][O:2][C:3]1[C:8]([CH2:9][N:10]2[CH2:15][CH2:14][CH:13]([CH2:16]C=O)[CH2:12][CH2:11]2)=[CH:7][CH:6]=[CH:5][N:4]=1.C(N(CC)CC)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:45]([Br:49])(Br)(Br)[Br:46]>ClC(Cl)C.ClCCl>[CH3:1][O:2][C:3]1[C:8]([CH2:9][N:10]2[CH2:15][CH2:14][CH:13]([CH:16]=[C:45]([Br:49])[Br:46])[CH2:12][CH2:11]2)=[CH:7][CH:6]=[CH:5][N:4]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 226783021-[(2-Methoxy-3-pyridyl)methyl]-4-piperidineacetaldehyde

생성물 1

HCID 226784931-[(2-Methoxy-3-piridyl)methyl]-4-(2,2-dibromovinyl)piperidine수율 61.5%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 63651,1-Dichloroethane용매

실험 절차

3.0 g of 1-[(2-methoxy-3-piridyl)methyl]-4-piperidine acetaldehyde, 5.4 ml of triethylamine, 20.1 g of triphenylphosphine and 12.9 g of carbon tetrabromide were dissolved in 77 ml of dichloroethane at 0° C., and the mixture was stirred for one hour. Dichloromethane was added to the reaction solution, the mixture was washed with an aqueous saturated sodium bicarbonate, and then it was dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified by NH form silica gel column chromatography (hexane:ethyl acetate=20:1), to give 2.9 g of the title compound as a yellow oil.

후처리

  1. washthe mixture was washed with an aqueous saturated sodium bicarbonate
  2. dry with materialit was dried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated
  4. customthe crude product was purified by NH
  5. customform silica gel column chromatography (hexane:ethyl acetate=20:1)

출처 및 근거

ORD 기록
ord-cf7647aa98814464817033709908698a
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06784192B2

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