Ethyl Acetate → 3-Fluoro-4-{1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptyloxy}-benzoic acid methyl ester

HRID 1669323ノート

反応式

HRID 1669323 の反応式
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[CH:13][C:12]([CH:15]([OH:22])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[CH3:25][O:26][C:27](=[O:36])[C:28]1[CH:33]=[CH:32][C:31](O)=[C:30]([F:35])[CH:29]=1.C(P(CCCC)CCCC)CCC.C(OCC)(=O)C>C1(C)C=CC=CC=1>[CH3:25][O:26][C:27](=[O:36])[C:28]1[CH:33]=[CH:32][C:31]([O:22][CH:15]([C:12]2[CH:13]=[N:14][C:9]([C:6]3[CH:5]=[CH:4][C:3]([C:2]([F:23])([F:1])[F:24])=[CH:8][CH:7]=3)=[CH:10][CH:11]=2)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[C:30]([F:35])[CH:29]=1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 13831TributylphosphineHCID 7019368Methyl 3-fluoro-4-hydroxybenzoateHCID 597294261-[6-(4-Trifluoromethyl-phenyl)-pyridin-3-yl]-heptan-1-ol

生成物 1

HCID 673420373-Fluoro-4-{1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptyloxy}-benzoic acid methyl ester収率 57%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Combine 1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptan-1-ol (0.050 g, 0.15 mmol) and 3-fluoro-4-hydroxy-benzoic acid methyl ester (0.030 g, 0.18 mmol) in toluene (0.5 mL). Add 1,1′-(diazocarbonyl)dipiperidine (0.057 g, 0.23 mmol) followed by tributyl-phosphine (0.06 mL, 0.23 mmol) under inert atmosphere. Stir at room temperature for 16 hours. Dilute reaction with ethyl acetate filter and remove solvent under reduced pressure. Purify on silica gel chromatography (0-40% ethyl acetate/hexane gradient) to provide 0.04 g of title compound (57%).

後処理

  1. additionDilute
  2. filtrationfilter
  3. customremove solvent under reduced pressure
  4. customPurify on silica gel chromatography (0-40% ethyl acetate/hexane gradient)

出典と根拠

ORDレコード
ord-2f5d59a80d184d05a9a70aca7a3be0b1
出典データセット
uspto-grants-2011_08
特許番号
US07989457B2

反応ノート

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