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Trifluoroacetic acid → 1-[3-(4-Octylphenoxy)-2-oxopropyl]indole-3-carboxylic acid

HRID 1821944
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HRID 1821944 반응식
C([O:5][C:6]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH2:17][C:18](=[O:35])[CH2:19][O:20][C:21]2[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[CH:23][CH:22]=2)[CH:9]=1)=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH2:27]([C:24]1[CH:23]=[CH:22][C:21]([O:20][CH2:19][C:18](=[O:35])[CH2:17][N:10]2[C:11]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:8]([C:6]([OH:7])=[O:5])=[CH:9]2)=[CH:26][CH:25]=1)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 12992905tert-Butyl-1-[3-(4-octylphenoxy)-2-oxopropyl]indole-3-carboxylate

생성물 1

HCID 115535641-[3-(4-Octylphenoxy)-2-oxopropyl]indole-3-carboxylic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

0.072 g (0.151 mmol) tert-butyl-1-[3-(4-octylphenoxy)-2-oxopropyl]indole-3-carboxylate is dissolved in 10 ml absolute dichloromethane and mixed with 1.56 g (13.7 mmol) trifluoroacetic acid. Having stirred at room temperature for 1 hour, concentration to dryness is carried out on the rotary evaporator. Two dissolution steps in toluene and respective concentration on the rotary evaporator leave as the crude product a reddish solid which is recrystallized from petroleum ether/ethyl acetate (67:33) and yields the product as a white solid.

후처리

  1. concentrationconcentration to dryness
  2. customis carried out on the rotary evaporator
  3. dissolutionTwo dissolution steps in toluene
  4. concentrationrespective concentration
  5. customon the rotary evaporator
  6. customleave as the crude product a reddish solid which
  7. customis recrystallized from petroleum ether/ethyl acetate (67:33)

출처 및 근거

ORD 기록
ord-1b47f9f857924ee5acc70a28059af9a0
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07608633B2

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