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

HRID 1837689ノート

反応式

HRID 1837689 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 63651,1-Dichloroethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-cf7647aa98814464817033709908698a
出典データセット
uspto-grants-2004_08
特許番号
US06784192B2

反応ノート

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