2-Nitrophenol → methyl (E)-4-(2-nitrophenoxy)but-2-enoate

HRID 1054159ノート

反応式

HRID 1054159 の反応式
[CH3:1][O:2][C:3](=[O:8])/[CH:4]=[CH:5]/[CH2:6]Br.[N+:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18])([O-:11])=[O:10].C([O-])([O-])=O.[K+].[K+]>CN(C)C=O.CCOC(C)=O>[N+:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH2:6]/[CH:5]=[CH:4]/[C:3]([O:2][CH3:1])=[O:8])([O-:11])=[O:10]

参加物

6

反応物 3

HCID 69472-NitrophenolHCID 11430Potassium CarbonateHCID 53691752-Butenoic acid, 4-bromo-, methyl ester

生成物 1

HCID 5861116methyl (E)-4-(2-nitrophenoxy)but-2-enoate収率 80.2%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Methyl-(2E)-4-bromobut-2-enoate (28.2 g, 0.158 mol) was added dropwise to 2-nitrophenol (20 g, 0.144 mol) and K2CO3 (29.8 g, 21.6 mol) in N,N-dimethylformamide (240 mL) at rt. The resulting mixture was stirred at rt for 2 h. The mixture was diluted with EtOAc (2.0 L) and washed with water (1.0 L), sat. aq. Na2CO3 (1.0 L) and brine (1.0 L). The organic phase was separated, dried over anhydrous Na2SO4, filtered and evaporated in vacuo to afford desired product (27.4 g, 80%) as a solid.

後処理

  1. washwashed with water (1.0 L), sat. aq. Na2CO3 (1.0 L) and brine (1.0 L)
  2. customThe organic phase was separated
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationfiltered
  5. customevaporated in vacuo

出典と根拠

ORDレコード
ord-91815998d58f4212b20dd4f61b7bd435
出典データセット
uspto-grants-2016_07
特許番号
US09394291B2

反応ノート

読み込み中…