Sodium Carbonate → 2-Chloro-3-methoxyaniline

HRID 562867노트

반응식

HRID 562867 반응식
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[CH:4][C:3]=1[O:11][CH3:12].C([O-])([O-])=O.[Na+].[Na+]>C(O)(=O)C.C(O)C.O.[Fe]>[Cl:1][C:2]1[C:3]([O:11][CH3:12])=[CH:4][CH:5]=[CH:6][C:7]=1[NH2:8]

참가 물질

7

반응물 2

HCID 10340Sodium CarbonateHCID 124118272-Chloro-1-methoxy-3-nitrobenzene

생성물 1

HCID 225046772-Chloro-3-methoxyaniline수율 103.5%

시약·촉매·용매 4

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 702Ethanol용매HCID 962Water용매

실험 절차

2-Chloro-3-nitroanisole C3 (1.38 g; 7.36 mmol) was dissolved in a mixture of glacial acetic acid (19 mL)/ethanol (19 mL). To this solution was added iron powder (1.64 g; 29.4 mmol). The mixture was stirred at reflux for 3.5 hr and worked up. The reaction mixture was diluted with water (70 mL), neutralized with solid Na2CO3 and the product extracted with CH2Cl2(3×150 mL). The extracts were combined and washed with saturated. brine and then dried over (Na2SO4), filtered and concentrated in vacuo to afford the crude product, 2-chloro-3-methoxyaniline C4 (100%; 1.2 g) as a yellow oil. This material was used as such in the following steps.

후처리

  1. temperatureat reflux for 3.5 hr
  2. extractionthe product extracted with CH2Cl2(3×150 mL)
  3. washwashed with saturated
  4. dry with materialbrine and then dried over (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-6cc1e045ad2f43c7afe6a6bc2095b293
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067438B2

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