Triethylamine → Ethyl 3-(pyrimidin-5-yl)prop-2-enoate

HRID 967024ノート

反応式

HRID 967024 の反応式
Br[C:2]1[CH:3]=[N:4][CH:5]=[N:6][CH:7]=1.[C:8]([O:12][CH2:13][CH3:14])(=[O:11])[CH:9]=[CH2:10].C(N(CC)CC)C>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>[N:4]1[CH:3]=[C:2]([CH:10]=[CH:9][C:8]([O:12][CH2:13][CH3:14])=[O:11])[CH:7]=[N:6][CH:5]=1

参加物

7

反応物 3

HCID 8471TriethylamineHCID 8821Ethyl AcrylateHCID 783445-Bromopyrimidine

生成物 1

HCID 53438539Ethyl 3-(pyrimidin-5-yl)prop-2-enoate収率 71.9%

試薬・触媒・溶媒 3

HCID 11776Triphenylphosphine触媒HCID 167845palladium(II) acetate触媒HCID 962Water溶媒

反応条件

温度
150 °C

実験手順

A mixture of 5-bromopyrimidine (5.93 g), ethyl acrylate (5.08 g), palladium acetate (0.112 g), triphenyl phosphine (0.23 g) and triethylamine (4.5 g) was stirred at 150° C. in a-pressure vessel for 6 hours. After cooling overnight, water (50 ml) was added to the dark residue, and the product was extracted into toluene. Drying, charcoaling and evaporation gave a pale oil, which was triturated with peL ether to obtain ethyl 3(5-pyrimidyl)acrylate (4.78 g). 1H-NMR (CDCl3) δ1.36 (3H,t), 4.27 (2H,q), 6.59 (1H,d), 7.62 (1H,d), 8.88 (2H,s), 9.20 (1H,s).

後処理

  1. temperatureAfter cooling overnight
  2. extractionthe product was extracted into toluene
  3. customDrying
  4. customcharcoaling and evaporation
  5. customgave a pale oil, which
  6. customwas triturated with peL ether

出典と根拠

ORDレコード
ord-0cb52633a7834832ad6adbc7ef765fde
出典データセット
uspto-grants-2005_10
特許番号
US06953803B1

反応ノート

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