Triethylamine → HCID 71138476、化合物

HRID 1914019ノート

反応式

HRID 1914019 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=O)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.S(Cl)(Cl)=O.Cl.[CH3:22][NH:23][CH3:24].C(N(CC)CC)C>O1CCOCC1.O.ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([N:23]([CH3:24])[CH3:22])=[O:16])[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1

参加物

8

反応物 4

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 24386Thionyl ChlorideHCID 695708831-(3-Bromophenyl)piperidine-4-carboxylic acid

生成物 1

HCID 71138476HCID 71138476、化合物収率 101%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 312751,4-Dioxane溶媒

実験手順

To a solution of 1-(3-bromophenyl)piperidine-4-carboxylic acid (2 g, 7.0 mmol) in dioxane (70 mL), was added thionyl chloride (2.6 mL, 35 mmol) at 0° C. The mixture was kept at rt for 1 h and evaporated. The residue was co-evaporated with dichloromethane and dissolved in dichloromethane (5 mL). To this mixture, were added the mixture of dimethylamine HCl salt (1.7 g, 21 mmol), triethylamine (4.9 mL, 35 mmol) and dichloromethane (20 mL) at 0° C. The mixture was stirred at rt for 1 h and diluted with water and separated. The organic phase was dried and evaporated. The residue was purified with silica gel column chromatography (hexane/ethyl acetate 10:0 to 1:9) to give the titled compound (2.2 g, 100%).

後処理

  1. customevaporated
  2. dissolutiondissolved in dichloromethane (5 mL)
  3. additionTo this mixture, were added
  4. customseparated
  5. customThe organic phase was dried
  6. customevaporated
  7. customThe residue was purified with silica gel column chromatography (hexane/ethyl acetate 10:0 to 1:9)

出典と根拠

ORDレコード
ord-7440493bd856437fac307ea7d6662e2a
出典データセット
uspto-grants-2013_12
特許番号
US08609688B2

反応ノート

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