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Acetone → HCID 14329998, 화합물

HRID 2164962
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HRID 2164962 반응식
[Cl:1][C:2]1[C:3]([OH:15])=[C:4]([CH2:12][CH2:13][CH3:14])[C:5]([OH:11])=[C:6]([C:8](=[O:10])[CH3:9])[CH:7]=1.[CH2:16]([O:18][C:19](=[O:41])[CH2:20][O:21][C:22]1[CH2:23][C:24]([O:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]Br)(CCC)[C:25]([C:28](=[O:30])[CH3:29])=[CH:26][CH:27]=1)[CH3:17].C(=O)([O-])[O-].[K+].[K+].[CH3:48][C:49]([CH3:51])=O>CN(C)C=O>[CH2:16]([O:18][C:19](=[O:41])[CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([C:28](=[O:30])[CH3:29])=[C:24]([O:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][O:15][C:3]2[C:2]([Cl:1])=[CH:7][C:6]([C:8](=[O:10])[CH3:9])=[C:5]([OH:11])[C:4]=2[CH2:12][CH2:13][CH3:14])[C:23]=1[CH2:48][CH2:49][CH3:51])[CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 133891721-(5-Chloro-2,4-dihydroxy-3-propylphenyl)ethanoneHCID 70420308HCID 70420308, 화합물

생성물 1

HCID 14329998HCID 14329998, 화합물수율 34%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

A mixture of 1.10 g (0.0049 mole) of 1-(5-chloro-2,4-dihydroxy-3-propylphenyl)ethanone, 2.08 g (0.0049 mole) of [4-acetyl-3-[(5-bromopentyl)oxy]-3-propylphenoxy]acetic acid ethyl ester and 1.33 g (0.0097 mole) of potassium carbonate in 40 ml of anhydrous acetone and 20 ml of anhydrous dimethylformamide was stirred at reflux for 22 hours. The reaction mixture was concentrated in vacuo and the residue was purified by HPLC using 25% ethyl acetate-hexane to give 0.96 g (34% yield) of [4-acetyl-3-[5-(4-acetyl-6-chloro-3-hydroxy-2-propylphenoxy)pentyloxy]-2-propylphenoxy]acetic acid ethyl ester as an oil.

후처리

  1. temperatureat reflux for 22 hours
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customthe residue was purified by HPLC

출처 및 근거

ORD 기록
ord-542db6c19ab74d54ba0283329ee8db11
출처 데이터셋
uspto-grants-1985_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04507498

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