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Triethylamine → (R)-(+)-4-octyloxyphenyl 4'-(1,1,1-trifluoro-2-octyloxycarbonyl)biphenyl-4-carboxylate

HRID 257404
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HRID 257404 반응식
[F:1][C:2]([F:29])([F:28])[CH:3]([O:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][C:22]([C:25](Cl)=[O:26])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1)=[O:12])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[CH2:30]([O:38][C:39]1[CH:44]=[CH:43][C:42]([OH:45])=[CH:41][CH:40]=1)[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37].C(N(CC)CC)C.CN(C1C=CC=CN=1)C>C(Cl)Cl.O>[F:1][C:2]([F:29])([F:28])[C@H:3]([O:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][C:22]([C:25]([O:45][C:42]3[CH:41]=[CH:40][C:39]([O:38][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[CH:44][CH:43]=3)=[O:26])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1)=[O:12])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 77412Phenol, 4-(octyloxy)-HCID 541276134'-(1,1,1-Trifluoro-2-octyloxycarbonyl)biphenyl-4-carbonylchloride

생성물 1

HCID 22848632(R)-(+)-4-octyloxyphenyl 4'-(1,1,1-trifluoro-2-octyloxycarbonyl)biphenyl-4-carboxylate수율 42.9%

시약·촉매·용매 2

HCID 962Water용매
HCID 6344Dichloromethane용매

실험 절차

To a solution of 4'-(1,1,1-trifluoro-2-octyloxycarbonyl)biphenyl-4-carbonylchloride (1.3 g) and 4-n-octyloxyphenol (1.0 g) in methylene chloride (40 ml) were added triethylamine (0.5 g) and dimethylaminopyridine (0.032 g). The mixture was stirred for 24 hours at room temperature before it was poured in water. Extraction was made with methylene chloride and the extract was washed with dilute aqueous sodium carbonate solution and water, in this order and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by silica gel column chromatography (developer hexane ethyl acetate 10 0.5) and recrystallized from ethanol to obtain the titled compound (0.8 g).

후처리

  1. extractionExtraction
  2. washthe extract was washed with dilute aqueous sodium carbonate solution and water, in this order
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationAfter the solvent was distilled off
  5. customthe residue was purified by silica gel column chromatography (developer hexane ethyl acetate 10 0.5)
  6. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-216c0a7ea4f64eaaaae9abe9811df019
출처 데이터셋
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05262086

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