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Hydrochloric Acid → HCID 13300595, 화합물

HRID 1903207
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HRID 1903207 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][C:6]1[CH:17]=[CH:16][C:9]2[CH2:10][CH:11]([C:13]([OH:15])=[O:14])[O:12][C:8]=2[C:7]=1[Cl:18].[N+:19]([C:22]1[CH:30]=[CH:29][C:25]([C:26](Cl)=[O:27])=[CH:24][CH:23]=1)([O-:21])=[O:20].Cl>>[Cl:5][C:6]1[C:17]([C:26](=[O:27])[C:25]2[CH:24]=[CH:23][C:22]([N+:19]([O-:21])=[O:20])=[CH:30][CH:29]=2)=[CH:16][C:9]2[CH2:10][CH:11]([C:13]([OH:15])=[O:14])[O:12][C:8]=2[C:7]=1[Cl:18]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 85024-Nitrobenzoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 98160656,7-dichloro-2,3-dihydrobenzofuran-2-carboxylic Acid

생성물 1

HCID 13300595HCID 13300595, 화합물

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온도
90 °C

실험 절차

Anhydrous aluminum chloride (5.97 g., 0.0448 mole) was added in small portions to a stirred mixture of 2.6 g. (0.0112 mole) of 6,7-dichloro-2,3-dihydrobenzofuran-2-carboxylic acid and 6.24 g. (0.0336 mole) of 4-nitrobenzoyl chloride. The mixture was heated at 90° C. for 4 hours and then poured into 170 ml. of ice water and 10 ml. of concentrated hydrochloric acid. The product was extracted into ethyl acetate (200 ml.), washed with water, and then extracted with 5% aqueous sodium bicarbonate (100 ml.) from which the sodium salt of the product precipitated. The sodium salt of the product was filtered and transferred to a separatory funnel with 2 N hydrochloric acid (70 ml.) and ethyl acetate (150 ml.) and shaken until the solid dissolved. The ethyl acetate solution was washed with water, dried over sodium sulfate and evaporated in vacuo. The product was recrystallized from acetic acid; m.p. 243°-245°.

후처리

  1. additionpoured into 170 ml
  2. extractionThe product was extracted into ethyl acetate (200 ml.)
  3. washwashed with water
  4. extractionextracted with 5% aqueous sodium bicarbonate (100 ml.) from which the sodium salt of the product
  5. customprecipitated
  6. filtrationThe sodium salt of the product was filtered
  7. customtransferred to a separatory funnel with 2 N hydrochloric acid (70 ml.) and ethyl acetate (150 ml.)
  8. dissolutiondissolved
  9. washThe ethyl acetate solution was washed with water
  10. dry with materialdried over sodium sulfate
  11. customevaporated in vacuo
  12. customThe product was recrystallized from acetic acid

출처 및 근거

ORD 기록
ord-32c93b55aded4a14be9fc3827a4d377c
출처 데이터셋
uspto-grants-1984_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04435422

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