Hydrochloric Acid → 4-(4-Trifluoromethoxyphenoxy)-3-trifluoromethylaniline

HRID 1361464노트

반응식

HRID 1361464 반응식
O.Cl.[N+:3]([C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][C:20]([F:23])([F:22])[F:21])=[CH:15][CH:14]=2)=[C:8]([C:24]([F:27])([F:26])[F:25])[CH:7]=1)([O-])=O.O.C(=O)(O)[O-].[Na+]>C(O)C.[Fe]>[F:21][C:20]([F:22])([F:23])[O:19][C:16]1[CH:17]=[CH:18][C:13]([O:12][C:9]2[CH:10]=[CH:11][C:6]([NH2:3])=[CH:7][C:8]=2[C:24]([F:25])([F:26])[F:27])=[CH:14][CH:15]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 860949224-Nitro-1-(4-trifluoromethoxyphenoxy)-2-trifluoromethylbenzeneHCID 86585896Sodium bicarbonate water

생성물 1

HCID 860948674-(4-Trifluoromethoxyphenoxy)-3-trifluoromethylaniline수율 99.3%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 702Ethanol용매2회

실험 절차

Iron powder (72.7 g), 251 mL of ethanol, 103 mL of distilled water, and 0.55 mL of 35% hydrochloric acid were mixed together, and the mixture was heated to reflux. Subsequently, a solution of 66.9 g of 4-nitro-1-(4-trifluoromethoxyphenoxy)-2-trifluoromethylbenzene dissolved in 77 mL of ethanol was added dropwise to the mixed solution, and the mixture was heated under reflux for 2.5 hr. The reaction solution was cooled to room temperature, sodium bicarbonate water was added thereto, and the mixture was filtered. The filtrate was concentrated under the reduced pressure, and ethyl acetate and brine were added to the residue, followed by separation. The ethyl acetate layer was washed with brine and was then concentrated under the reduced pressure to give 61.0 g of 4-(4-trifluoromethoxyphenoxy)-3-trifluoromethylaniline (yield 99%).

후처리

  1. temperaturethe mixture was heated to reflux
  2. additionwas added dropwise to the mixed solution
  3. temperaturethe mixture was heated
  4. temperatureunder reflux for 2.5 hr
  5. filtrationthe mixture was filtered
  6. concentrationThe filtrate was concentrated under the reduced pressure, and ethyl acetate and brine
  7. additionwere added to the residue
  8. customfollowed by separation
  9. washThe ethyl acetate layer was washed with brine
  10. concentrationwas then concentrated under the reduced pressure

출처 및 근거

ORD 기록
ord-a8229b671f1549b48309640ce674f7ee
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07880006B2

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