Nitric Acid → 2,3-Dichloro-4-nitrophenol

HRID 65485

반응식

HRID 65485 반응식
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:9].[N+:10]([O-])([OH:12])=[O:11].C1(O)C=CC=CC=1>C(O)(=O)C>[N+:10]([C:6]1[CH:5]=[CH:4][C:3]([OH:9])=[C:2]([Cl:1])[C:7]=1[Cl:8])([O-:12])=[O:11]

참가 물질

5

반응물 3

HCID 944Nitric AcidHCID 996Phenol2회HCID 113342,3-Dichlorophenol2회

생성물 1

HCID 123115402,3-Dichloro-4-nitrophenol수율 71%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

A solution was prepared from 200 g of 2,3-dichlorophenol and 540 ml of glacial acetic acid. The solution was cooled, and a solution of 58 ml of 90% nitric acid in 160 ml of glacial acetic acid was added in dropwise fashion with stirring to the solution of the phenol. After half of the solution of the phenol had been added, the reaction mixture was allowed to warm to ambient temperature. It was stirred for 15 minutes at ambient temperature after all of the dichlorophenol had been added. The reaction mixture was then poured over 3,000 ml of an ice/water mixture. The yellowish product which precipitated was collected. The product was heated in a sublimation apparatus over a 4 day period at 80° C. at 4 torr. to remove any 2-nitro-5,6-dichlorophenol formed as a by-product in the above nitration. The residue was recrystallized from toluene to yield 80.3 g of 4-nitro-2,3-dichlorophenol; m.p.=148°-150° C.

후처리

  1. temperatureThe solution was cooled
  2. additionhad been added
  3. customThe yellowish product which precipitated
  4. customwas collected
  5. temperatureThe product was heated in a sublimation apparatus over a 4 day period at 80° C. at 4 torr
  6. customto remove any 2-nitro-5,6-dichlorophenol
  7. customformed as a by-product in the above nitration
  8. customThe residue was recrystallized from toluene

출처 및 근거

ORD 기록
ord-c7f94dd3bfb24a66a8c37bec70cecbf5
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04614807

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