Hydrochloric Acid → N-Phenylacrylamide

HRID 364679

反応式

HRID 364679 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]([CH:12]1CC2O[CH:13]1C=C2)(OC)=[O:9].Cl>O>[C:2]1([NH:1][C:8](=[O:9])[CH:12]=[CH2:13])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 12271748Methyl 7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylate

生成物 1

HCID 221792N-Phenylacrylamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
140 °C

実験手順

7.2 parts 30% methanolic Na-methylate solution are added to 46.5 parts aniline. 77 parts 2-carbomethoxy-7-oxabicyclo(2,2,1)hept-5-ene are added drop-wise at 40° C. The reaction medium is then stirred for 15 hours at this temperature and neutralised with 4 parts concentrated hydrochloric acid. 50 parts water are added, and the organic phase separated off. The organic phase is reduced in a rotary evaporator at a bath temperature of 90° C. and under a vacuum of 20 Torr. The residue is heated in a vacuum of 20 Torr to 110° to 120° C. (bath temperature 140° C.). On conclusion of the furane separation, the sedimentation temperature increases and the product distills over. 27.5 parts N-phenylacrylamide with a boiling point of 135° C. at 0.4 Torr are obtained. The product recrystallised from the acetonitrile at -20° C. has a melting point of 114° to 115° C.

後処理

  1. customthe organic phase separated off
  2. customThe organic phase is reduced in a rotary evaporator at a bath temperature of 90° C.
  3. customOn conclusion of the furane separation
  4. temperaturethe sedimentation temperature increases
  5. distillationthe product distills over

出典と根拠

ORDレコード
ord-37af189c9f074f43975d0a666e77eed4
出典データセット
uspto-grants-1986_08
特許番号
US04605740

関連ノート

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