Sodium Hydroxide → Sodium alpha-(o-aminophenyl)-p-bromocinnamate

HRID 1084308ノート

反応式

HRID 1084308 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[CH:14][C:15]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][CH:16]=1)[C:11]([OH:13])=[O:12])([O-])=O.[OH-].[Na+:23]>O>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[CH:14][C:15]1[CH:16]=[CH:17][C:18]([Br:21])=[CH:19][CH:20]=1)[C:11]([O-:13])=[O:12].[Na+:23]

参加物

4

反応物 2

HCID 14798Sodium Hydroxide2 回HCID 54296204alpha-(2-Nitrophenyl)-p-bromocinnamic acid

生成物 1

HCID 67859211Sodium alpha-(o-aminophenyl)-p-bromocinnamate

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

To a mixture of FeSO4.7H2O (163 g, 0.586 mol) in 180 ml of water was added 720 ml of 2.5N NaOH and the mixture was stirred and heated at 80° C. A solution of cinnamic acid derivative 1 (20.40 g, 0.05859 mol) in 180 ml of 0.5N NaOH was added dropwise. After the addition was complete, the temperature was increased to 100° C. and maintained for 30 min. The mixture was filtered while hot, and the filtrate was allowed to cool gradually to room temperature. The resulting solid was isolated by filtration to yield, after drying in vacuo, 12.1 g (61%) of the title compound as a tan solid which was used in the next reaction without purification. 1H-NMR (300 MHz, 2:1 D2O/CD3CN): δ 6.95-7.15 (m,3H), 7.18 (d,J=7.3 Hz,2H), 7.39 (t, J=7.6 Hz, 1H), 7.53 (d, J=7.3 Hz,2H), 7.72 (s, CH=C, 1H).

後処理

  1. additionAfter the addition
  2. temperaturethe temperature was increased to 100° C.
  3. temperaturemaintained for 30 min
  4. filtrationThe mixture was filtered while hot, and the filtrate
  5. temperatureto cool gradually to room temperature
  6. customThe resulting solid was isolated by filtration
  7. customto yield
  8. dry with materialafter drying in vacuo, 12.1 g (61%) of the title compound as a tan solid which
  9. customwas used in the next reaction without purification

出典と根拠

ORDレコード
ord-9eee506e8e9c44989bc16a62e3c5163e
出典データセット
uspto-grants-1991_04
特許番号
US05004739

反応ノート

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