Dichloromethane → N-Nitroaniline

HRID 13508

反応式

HRID 13508 の反応式
N[C:2]1[CH:7]=[CH:6][C:5](O)=[CH:4][C:3]=1[N+:9]([O-])=O.NC1C=CC(OC2C=CN=C(C(NC)=O)C=2)=CC=1[N+:30]([O-:32])=[O:31].C(=O)([O-])[O-].[Na+].[Na+].C(Cl)Cl>COCCOC.O.O.C(OCC)(=O)C>[N+:30]([NH:9][C:3]1[CH:2]=[CH:7][CH:6]=[CH:5][CH:4]=1)([O-:32])=[O:31]

参加物

8

反応物 4

HCID 6344DichloromethaneHCID 10340Sodium CarbonateHCID 37588824-Amino-3-NitrophenolHCID 177564974-(4-amino-3-nitrophenoxy)-N-methylpicolinamide

生成物 1

HCID 61191N-Nitroaniline

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒HCID 18180031Water 1,2-dimethoxyethane溶媒

反応条件

温度
100 °C

実験手順

A solution of 5 (1 eq), 6 (1 eq), and sodium carbonate (1.2 eq) in DME/H2O (3:1) was degassed by bubbling argon through the solution for 10 minutes. Pd(II)(dppf)Cl2.MeCl2 (0.1 eq) was added to the reaction solution and the reaction was sealed. The reaction was heated at 100° C. overnight. The reaction was cooled to RT and ethyl acetate and water were added. The organic layer was separated from the aqueous layer. The aqueous layer was washed once more with ethyl acetate. The organic layers were combined, dried (Na2SO4), and concentrated under vacuum to yield the desired product 7. MS: MH+=469

後処理

  1. customby bubbling argon through the solution for 10 minutes
  2. customthe reaction was sealed
  3. temperatureThe reaction was cooled to RT
  4. customThe organic layer was separated from the aqueous layer
  5. washThe aqueous layer was washed once more with ethyl acetate
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-5400e7c09f2848b59735d22fc4de5f55
出典データセット
uspto-grants-2010_06
特許番号
US07728010B2

関連ノート

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