Potassium Carbonate → HCID 14330010、化合物

HRID 2164947ノート

反応式

HRID 2164947 の反応式
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:15])[CH3:14])=[C:9]([OH:16])[C:8]=1[CH2:17][CH2:18][CH3:19])[CH3:2].[S:21]([O:25][CH2:26][CH2:27][O:28][CH2:29][CH2:30][O:31][CH2:32][CH2:33]OS(=O)(=O)C)(=[O:24])(=[O:23])[CH3:22].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.CN(C)C=O.C(OCC)(=O)C.C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:20])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:15])[CH3:14])=[C:9]([O:16][CH2:33][CH2:32][O:31][CH2:30][CH2:29][O:28][CH2:27][CH2:26][O:25][S:21]([CH3:22])(=[O:23])=[O:24])[C:8]=1[CH2:17][CH2:18][CH3:19])[CH3:2]

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 11077635Triethylene Glycol DimethanesulfonateHCID 13389144Ethyl (4-acetyl-3-hydroxy-2-propylphenoxy)acetate

生成物 1

HCID 14330010HCID 14330010、化合物収率 53%

試薬・触媒・溶媒 3

HCID 180Acetone溶媒HCID 6228Dimethylformamide溶媒HCID 21584019Toluene ethylacetate溶媒

実験手順

A mixture of 3.3 g (0.012 mole) of (4-acetyl-3-hydroxy-2-propylphenoxy)acetic acid ethyl ester, 18.0 g (0.059) of triethyleneglycol dimesylate and 3.3 g (0.024 mole) of anhydrous potassium carbonate in 100 ml of anhydrous acetone and 45 ml of anhydrous dimethylformamide was stirred at reflux for 26 hours. The reaction mixture was concentrated in vacuo to yield an oil which was dissolved in 60% ethyl acetate-toluene and passed through a column of 60 g of silica gel. The eluent was concentrated in vacuo and purified by HPLC using 35% ethyl acetate-toluene to give 3.06 g (53% yield) of [4-acetyl-3-[2-[2-[2-[(methylsulfonyl)oxy]ethoxy]ethoxy]ethoxy]-2-propylphenoxy]acetic acid ethyl ester as an oil.

後処理

  1. temperatureat reflux for 26 hours
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customto yield an oil which
  4. concentrationThe eluent was concentrated in vacuo
  5. custompurified by HPLC

出典と根拠

ORDレコード
ord-fdff84ae38dd499f8e54f45cad9106fc
出典データセット
uspto-grants-1985_03
特許番号
US04507498

反応ノート

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