Formaldehyde → (S)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-1-[4-(1-piperidinyl)-2-butynyl]-2-pyrrolidinone

HRID 1710129ノート

反応式

HRID 1710129 の反応式
[CH3:1][C:2]([Si:5]([CH3:17])([CH3:16])[O:6][C@H:7]1[CH2:11][CH2:10][N:9]([CH2:12][C:13]#[CH:14])[C:8]1=[O:15])([CH3:4])[CH3:3].[NH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.[CH2:24]=O.[OH-].[NH4+]>O.ClCCl.C(O)(=O)C.O1CCOCC1>[CH3:4][C:2]([Si:5]([CH3:17])([CH3:16])[O:6][C@H:7]1[CH2:11][CH2:10][N:9]([CH2:12][C:13]#[C:14][CH2:24][N:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[C:8]1=[O:15])([CH3:1])[CH3:3]

参加物

9

反応物 4

HCID 712FormaldehydeHCID 8082PiperidineHCID 14923Ammonium HydroxideHCID 15086767HCID 15086767、化合物

生成物 1

HCID 15086771(S)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-1-[4-(1-piperidinyl)-2-butynyl]-2-pyrrolidinone

試薬・触媒・溶媒 4

HCID 176Acetic Acid溶媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 312751,4-Dioxane溶媒

実験手順

A mixture 9.7 g of (S)-3-[[(1,1-dimethylethyl)-dimethylsilyl]oxy]-1-(2-propynyl)-2-pyrrolidinone, 50 ml of dioxane, 5.7 g of piperidine, 1.8 g of paraformaldehyde, 10.5 ml of acetic acid and 0.16 g of cupric chloride was stirred for 30 minutes and then refluxed for 2 hours. The mixture was cooled in an ice bath, basified with ammonium hydroxide and diluted with water and dichloromethane. The dichloromethane solution was washed with water, dried and concentrated in vacuo, giving the desired product as an oil, [α]D26 =-32° (dichloromethane).

後処理

  1. temperaturerefluxed for 2 hours
  2. temperatureThe mixture was cooled in an ice bath
  3. washThe dichloromethane solution was washed with water
  4. customdried
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6abafaa5bcb54cf7a1fc376a8405bdb0
出典データセット
uspto-grants-1990_08
特許番号
US04952600

反応ノート

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