Acrylamide → N-(4-phenoxybutyl)acrylic amide

HRID 1906069ノート

反応式

HRID 1906069 の反応式
[C:1]([NH2:5])(=[O:4])[CH:2]=[CH2:3].Br[CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[OH-].[K+].C1C2NC3C(=CC=CC=3)SC=2C=CC=1>C1C=CC=CC=1.CN(C)C=O>[O:11]([CH2:10][CH2:9][CH2:8][CH2:7][NH:5][C:1](=[O:4])[CH:2]=[CH2:3])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

7

反応物 4

HCID 6579Acrylamide2 回HCID 7108PhenothiazineHCID 14797Potassium HydroxideHCID 70986(4-Bromobutoxy)benzene

生成物 1

HCID 13650883N-(4-phenoxybutyl)acrylic amide収率 81.7%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒2 回HCID 6228Dimethylformamide溶媒

実験手順

Added to 20 ml of N,N-dimethylformamide were 1.34 g of acrylic amide and 3.4 g of (4-bromobutoxy)benzene. With stirring, 0.88 g of flaky potassium hydroxide which had been ground in a mortar was added. Phenothiazine was added in an amount of 0.5% based on the acrylic amide. After they were reacted at 0°-5° C. for 6 hours, insoluble matter was filtered off from the liquid reaction mixture. The solvent and unreacted raw materials were distilled off from the filtrate. The residue was extracted with benzene-water, thereby obtaining the intended product in the benzene layer. Benzene was then driven off from the benzene layer to obtain 2.66 g of N-(4-phenoxybutyl)acrylic amide (yield: 81%). It was purified further with column chromatography in which silica gel and benzene were used as an adsorbent and developer respectively. Its melting point was measured and its elementary analysis was also conducted. The following results were obtained. Melting point: 46°-47° C. Elementary analysis data: C, 71.29% (Calculated: 71.19%); H, 7.31% (7.82%); N, 6.15% (6.38%).

後処理

  1. additionwas added
  2. customAfter they were reacted at 0°-5° C. for 6 hours
  3. filtrationinsoluble matter was filtered off from the liquid reaction mixture
  4. distillationThe solvent and unreacted raw materials were distilled off from the filtrate
  5. extractionThe residue was extracted with benzene-water
  6. customobtaining the intended product in the benzene layer

出典と根拠

ORDレコード
ord-71aba9a4503b4bf4900cc95103847716
出典データセット
uspto-grants-1987_03
特許番号
US04649219

反応ノート

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