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Potassium Carbonate → N-(2,3-Dihydroxypropyl)-2-methylprop-2-enamide

HRID 2253564
ノート
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反応式

HRID 2253564 の反応式
[NH2:1][CH2:2][CH:3]([OH:6])[CH2:4][OH:5].C([O-])([O-])=O.[K+].[K+].[C:13](Cl)(=[O:17])[C:14]([CH3:16])=[CH2:15]>CN(C)C=O>[OH:6][CH:3]([CH2:4][OH:5])[CH2:2][NH:1][C:13](=[O:17])[C:14]([CH3:16])=[CH2:15]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 13528Methacryloyl chlorideHCID 735613-Amino-1,2-propanediol

生成物 1

HCID 18783193N-(2,3-Dihydroxypropyl)-2-methylprop-2-enamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
0 °C

実験手順

4.65 g of 3-amino-1,2-propanediol (0.05 mol) were dissolved in 30 ml of dimethylformamide (anhydrous). This solution and 13.8 g of K2CO3 were placed in a 100 ml three-necked flask with dropping funnel and gas inlet and gas outlet tubes. The mixture was cooled to 0° C. in an ice bath. While stirring gently and slowly bubbling nitrogen through, 6.18 ml of methacryloyl chloride (0.06 mol) dissolved in 30 ml of dimethylformamide were added dropwise over the course of 30 minutes. The mixture was stirred, while cooling in ice, for a further hour and then allowed to warm to room temperature and was stirred for a further 30 minutes. The reaction mixture was filtered through a fluted filter, and the residue was discarded. The filtrate was concentrated to a viscous oil in a rotary evaporator. This oil was dissolved in 30 ml of methanol, a second filtration was carried out, and the filtrate was again concentrated in a rotary evaporator. The residues of the solvent were removed under high vacuum. The yield was 8.52 g.

後処理

  1. additionwere added dropwise over the course of 30 minutes
  2. stirringThe mixture was stirred
  3. temperaturewhile cooling in ice, for a further hour
  4. temperatureto warm to room temperature
  5. stirringwas stirred for a further 30 minutes
  6. filtrationThe reaction mixture was filtered through
  7. filtrationa fluted filter
  8. concentrationThe filtrate was concentrated to a viscous oil in a rotary evaporator
  9. dissolutionThis oil was dissolved in 30 ml of methanol
  10. filtrationa second filtration
  11. concentrationthe filtrate was again concentrated in a rotary evaporator
  12. customThe residues of the solvent were removed under high vacuum

出典と根拠

ORDレコード
ord-4d1acf79a9eb40ab9af9d80a3843bfb1
出典データセット
uspto-grants-1993_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05232859

反応ノート

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