Formaldehyde → 1-(Hydroxymethyl)piperidine-2,6-dione

HRID 1249138ノート

反応式

HRID 1249138 の反応式
[C:1]1(=[O:8])[NH:6][C:5](=[O:7])[CH2:4][CH2:3][CH2:2]1.[CH2:9]=[O:10]>O>[CH2:9]([N:6]1[C:5](=[O:7])[CH2:4][CH2:3][CH2:2][C:1]1=[O:8])[OH:10]

参加物

4

反応物 2

HCID 712FormaldehydeHCID 70726Glutarimide

生成物 1

HCID 124397081-(Hydroxymethyl)piperidine-2,6-dione

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

Glutarimide (27 g) and a 35% formaldehyde solution (20 ml) were added to water (40 ml), and heated at about 100° C. for 1 hour over an oil bath. The water was completely distilled away from the reaction mixture using a rotary evaporator. Thus, a crude product of N-methylolglutarimide was obtained. This product was added to 200 ml of benzene without purification, and the resulting solution was heated together with phosphorus tribromide (7.5 ml) under reflux for 1 hour. Thereto, water was added and thereby the benzene layer was separated. The crude product obtained by distilling the benzene away from the benzene layer was recrystallized from an ethyl acetate/n-hexane mixture to yield about 25 g of the desired compound. Melting Point: 165° C.

後処理

  1. distillationThe water was completely distilled away from the reaction mixture
  2. customa rotary evaporator

出典と根拠

ORDレコード
ord-f71a541547304a2a9adc9e9550c8622f
出典データセット
uspto-grants-1986_12
特許番号
US04629683

反応ノート

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