Piperidine → 1,1'-[4-Nitro-1,2-phenylenebis(methylene)]bispiperidine

HRID 1648892ノート

反応式

HRID 1648892 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:12]Br)[C:7]([CH2:10]Br)=[CH:8][CH:9]=1)([O-:3])=[O:2].[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>C1C=CC=CC=1>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[C:6]([CH2:12][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:5]=1)([O-:3])=[O:2]

参加物

4

反応物 2

HCID 8082PiperidineHCID 108523601,2-Bis(bromomethyl)-4-nitrobenzene

生成物 1

HCID 130417341,1'-[4-Nitro-1,2-phenylenebis(methylene)]bispiperidine収率 59%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

In a 500 ml. round-bottomed reaction flask equipped with magnetic stirrer, reflux condenser and nitrogen-inlet tube, there were placed 10 g. (0.032 mole) of crude 4-nitro-α,α'-dibromo-o-xylene [M. Kerfanto, Bulletin de la Societe Chimique de France, Vol. 12, p. 3537 (1965)] and 44.8 g. (0.526 mole) of piperidine (52 ml.) all dissolved in 100 ml. of benzene. The resulting mixture was then heated at the reflux point for a period of 18 hours and finally cooled to room temperature (~25° C.). The spent reaction mixture was then diluted with 500 ml. of benzene and thereafter washed with four-100 ml. portions of water, followed by drying over anhydrous magnesium sulfate. After removal of the drying agent by means of filtration and the solvent by means of evaporation under reduced pressure, there was obtained a 59% yield of crude 1,1'-[4-nitro-1,2-phenylenebis(methylene)]bispiperidine as a residue in the form of a yellow oil.

後処理

  1. customround-bottomed reaction flask equipped with magnetic stirrer
  2. temperaturereflux condenser and nitrogen-inlet tube
  3. temperatureThe resulting mixture was then heated at the reflux point for a period of 18 hours
  4. customThe spent reaction mixture
  5. additionwas then diluted with 500 ml
  6. washof benzene and thereafter washed with four-100 ml
  7. dry with materialby drying over anhydrous magnesium sulfate
  8. customAfter removal of the drying agent
  9. filtrationby means of filtration
  10. customthe solvent by means of evaporation under reduced pressure

出典と根拠

ORDレコード
ord-0a099ca374e44bbfb54f56df2d45c327
出典データセット
uspto-grants-1983_11
特許番号
US04414220

反応ノート

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