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Acetone → 5-Chloro-2-hydroxy-4-[6-[2,3-bis(phenylmethoxy)phenyl]hexyloxy]-3-propylbenzoic acid methyl ester

HRID 1494230
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HRID 1494230 반응식
I[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:9]=1[O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[CH3:30][O:31][C:32](=[O:45])[C:33]1[CH:38]=[C:37]([Cl:39])[C:36]([OH:40])=[CH:35][C:34]=1CC(O)C.C(=O)([O-])[O-:47].[K+].[K+].[CH3:52][C:53]([CH3:55])=O>>[CH3:30][O:31][C:32](=[O:45])[C:33]1[CH:38]=[C:37]([Cl:39])[C:36]([O:40][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:9]=2[O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:35]([CH2:52][CH2:53][CH3:55])[C:34]=1[OH:47]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 149862851-(6-Iodohexyl)-2,3-bis(phenylmethoxy)benzeneHCID 678827165-Chloro-2,4-dihydroxypropylbenzoic acid methyl ester

생성물 1

HCID 149863355-Chloro-2-hydroxy-4-[6-[2,3-bis(phenylmethoxy)phenyl]hexyloxy]-3-propylbenzoic acid methyl ester수율 68%

실험 절차

A mixture of 0.41 g (0.8 mmol) of 1-(6-iodohexyl)-2,3-bis(phenylmethoxy)benzene, 0.18 g (0.74 mmol) of 5-chloro-2,4-dihydroxypropylbenzoic acid methyl ester and 0.22 g (1.6 mmol) of potassium carbonate in 15 mL of acetone was stirred at reflux for 16 hours. The reaction mixture was filtered and the filtrate was concentrated to an oil. Chromatography on 30 g of silica gel and elution with 10% ethyl acetate-hexane gave 0.31 g (68% yield) of 5-chloro-2-hydroxy-4-[6-[2,3-bis(phenylmethoxy)phenyl]hexyloxy]-3-propylbenzoic acid methyl ester as an oil.

후처리

  1. temperatureat reflux for 16 hours
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated to an oil
  4. washChromatography on 30 g of silica gel and elution with 10% ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-30dd45849d2f41e888005453ea1a8781
출처 데이터셋
uspto-grants-1991_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05025036

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