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

HRID 1054159노트

반응식

HRID 1054159 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-91815998d58f4212b20dd4f61b7bd435
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394291B2

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