Hydrochloric Acid → 3-(3-bromophenyl)-N-ethylprop-2-enamide

HRID 372481ノート

反応式

HRID 372481 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)/[CH:5]=[CH:6]/[C:7]([O:9]CC)=O.[CH2:15]([NH2:17])[CH3:16].C[O-].[Na+].Cl>CO>[Br:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[CH:5]=[CH:6][C:7]([NH:17][CH2:15][CH3:16])=[O:9]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6341EthylamineHCID 5369361Ethyl 3-(3-bromophenyl)acrylateHCID 10942334Sodium Methoxide

生成物 1

HCID 427543-(3-bromophenyl)-N-ethylprop-2-enamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
45 °C

実験手順

Trans ethyl 3-bromocinnamate (8.4 g), ethylamine (6.7 g), methanol (18 ml) and 4A molecular sieves (1 g) were combined and heated at reflux for 1/2 hour. The mixture was cooled to about 45° C and sodium methylate (0.6 g) added. The mixture was then heated at reflux 11/2 hour and then cooled. It was acidified with concentrated hydrochloric acid (12 ml). The sieves were removed by filtration. Ice water was added to the filtrate to precipitate trans 3-bromo-N-ethylcinnamamide, m.p. 89°-90° C (after recrystallization from ethanol/water).

後処理

  1. temperatureheated
  2. temperatureat reflux for 1/2 hour
  3. temperatureThe mixture was then heated
  4. temperatureat reflux 11/2 hour
  5. temperaturecooled
  6. customThe sieves were removed by filtration
  7. additionIce water was added to the filtrate
  8. customto precipitate
  9. customtrans 3-bromo-N-ethylcinnamamide, m.p. 89°-90° C (after recrystallization from ethanol/water)

出典と根拠

ORDレコード
ord-5a88ea85e64b483d9305e322ee91d3ba
出典データセット
uspto-grants-1978_05
特許番号
US04091112

反応ノート

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