Hydrazine hydrate (1:1) → 3-Phenylprop-2-en-1-amine

HRID 1774276ノート

反応式

HRID 1774276 の反応式
[CH2:1]([N:10]1C(=O)C2=CC=CC=C2C1=O)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O.NN>CO>[CH2:1]([NH2:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 318571N-cinnamyl phthalimide

生成物 1

HCID 203693-Phenylprop-2-en-1-amine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
70 °C

実験手順

N-cinnamyl phthalimide (3 mmol) was mixed with 65% hydrazine hydrate (6 mmol, 2 equiv) and MeOH (10 ml), and the mixture was heated at 70° C. for 2 h. After the solvent was removed by a rotary evaporator, the solid residue was treated with 1N NaOH (30 ml), and the resulting mixture was extracted with EtOAc (4×50 ml) and dried. Evaporation of the solvent under reduced pressure afforded the crude product, which was purified by flash silica gel column chromatography (eluting with 5-20% MeOH in DCM) to give cinnamyl amine.

後処理

  1. customAfter the solvent was removed by a rotary evaporator
  2. additionthe solid residue was treated with 1N NaOH (30 ml)
  3. extractionthe resulting mixture was extracted with EtOAc (4×50 ml)
  4. customdried
  5. customEvaporation of the solvent under reduced pressure
  6. customafforded the crude product, which
  7. customwas purified by flash silica gel column chromatography (eluting with 5-20% MeOH in DCM)

出典と根拠

ORDレコード
ord-ab40628c9700428f9cbe77a1ef5703df
出典データセット
uspto-grants-2016_02
特許番号
US09260382B2

反応ノート

読み込み中…