Bromomethyl 4-methoxyphenyl ketone → 4-(4-Methoxy-phenyl)-2-methyl-thiazole

HRID 415632

反応式

HRID 415632 の反応式
[C:1]([NH2:4])(=[S:3])[CH3:2].Br[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1)=O>O>[CH3:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([C:7]2[N:4]=[C:1]([CH3:2])[S:3][CH:6]=2)=[CH:10][CH:11]=1

参加物

4

反応物 2

HCID 4965Bromomethyl 4-methoxyphenyl ketoneHCID 2723949Thioacetamide

生成物 1

HCID 7687654-(4-Methoxy-phenyl)-2-methyl-thiazole収率 69.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
140 °C

実験手順

The mixture of thioacetamide (16.0 g, 213 mmol) and 2-bromo-1-(4-methoxy-phenyl)-ethanone (4.0 g, 17.5 mmol) was heated at 140° C. for 24 h under nitrogen atmosphere. After the completion of the reaction mixture (TLC monitoring), water (100 mL) was added and extracted with ethyl acetate (3×100 mL). The combined organics was washed with water, brine, dried (Na2SO4), filtered and concentrated. The crude residue was purified over silica gel (230-400 M, 1% EtOAc-Hexane) to get the desired product (2.5 g, 69%).

後処理

  1. extractionextracted with ethyl acetate (3×100 mL)
  2. washThe combined organics was washed with water, brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude residue was purified over silica gel (230-400 M, 1% EtOAc-Hexane)

出典と根拠

ORDレコード
ord-c9e32ea95042451795a1310255c2ac23
出典データセット
uspto-grants-2012_01
特許番号
US08088791B2

関連ノート

読み込み中…