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Toluene → Diclofenac

HRID 1449239
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HRID 1449239 반응식
C1(C)C=CC=CC=1.C([N:15]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[CH2:30][C:31]([OH:33])=[O:32])[C:16]1[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:17]=1[Cl:23])C1C=CC=CC=1>ClC1C=CC=CC=1Cl>[Cl:22][C:21]1[CH:20]=[CH:19][CH:18]=[C:17]([Cl:23])[C:16]=1[NH:15][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[CH2:30][C:31]([OH:33])=[O:32]
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참가 물질

4

반응물 2

HCID 1140TolueneHCID 13023173HCID 13023173, 화합물

생성물 1

HCID 3033Diclofenac수율 91.3%

시약·촉매·용매 1

HCID 72391,2-Dichlorobenzene용매

실험 절차

In an autoclave, 55 ml of toluene, 4 ml of o-dichlorobenzene, 10.0 g of N-benzyl-o-(2,6-dichloroanilino)phenylacetic acid and 2.0 g of 5% Pd-alumina were charged and it was purged with hydrogen gas and hydrogen gas was fed at 70° to 75° C. under a pressure of 10 to 20 cm H2O for 1.5 hours. The reaction mixture at the same temperature was filtered to remove 5% Pd-alumina and catalyst was washed with 35 ml of THF. The filtrate and the washing were combined and THF and toluene were distilled off. The residue was admixed with 200 ml of n-hexane and cooled to obtain 7.0 g of o-(2,6-dichloroanilino)phenylacetic acid as colorless crystals. Yield: 91.2%

후처리

  1. customit was purged with hydrogen gas and hydrogen gas
  2. filtrationThe reaction mixture at the same temperature was filtered
  3. customto remove 5% Pd-alumina and catalyst
  4. washwas washed with 35 ml of THF
  5. distillationTHF and toluene were distilled off
  6. temperaturecooled

출처 및 근거

ORD 기록
ord-40f671c11d0745ceb2e0acd7e197a53c
출처 데이터셋
uspto-grants-1980_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04189595

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