HCID 53945181、化合物 → [6-Acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid

HRID 2164922ノート

反応式

HRID 2164922 の反応式
C[O:2][C:3](=[O:36])[CH2:4][O:5][C:6]1[C:11]([C:12](=[O:14])[CH3:13])=[CH:10][CH:9]=[C:8]([O:15][CH2:16][CH2:17][CH2:18][O:19][C:20]2[CH:25]=[CH:24][C:23]([C:26](=[O:28])[CH3:27])=[C:22]([OH:29])[C:21]=2[CH2:30][CH2:31][CH3:32])[C:7]=1[CH2:33][CH2:34][CH3:35]>CO.[OH-].[Na+]>[C:12]([C:11]1[C:6]([O:5][CH2:4][C:3]([OH:36])=[O:2])=[C:7]([CH2:33][CH2:34][CH3:35])[C:8]([O:15][CH2:16][CH2:17][CH2:18][O:19][C:20]2[CH:25]=[CH:24][C:23]([C:26](=[O:28])[CH3:27])=[C:22]([OH:29])[C:21]=2[CH2:30][CH2:31][CH3:32])=[CH:9][CH:10]=1)(=[O:14])[CH3:13]

参加物

4

反応物 1

HCID 53945181HCID 53945181、化合物

生成物 1

HCID 13389155[6-Acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

A solution of 1.41 g of [6-acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid methyl ester in 50 ml of methanol and 14 ml of 1N sodium hydroxide was stirred at reflux for 22 hours. The methanol was removed in vacuo and the pH of the residue was adjusted to 2.0 with 6N hydrochloric acid. The gummy product was extracted with ether and the crude extract was purified by chromatography on 60 g of silica gel. Elution with a solvent mixture of toluene:ethyl acetate:acetic acid (65:25:10) gave, after recrystallization from methylene chlorideether, 0.51 g (38%), mp 151°-155°, of [6-acetyl-3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-2-propylphenoxy]acetic acid.

後処理

  1. temperatureat reflux for 22 hours
  2. customThe methanol was removed in vacuo
  3. extractionThe gummy product was extracted with ether
  4. extractionthe crude extract
  5. customwas purified by chromatography on 60 g of silica gel
  6. washElution
  7. additionwith a solvent mixture of toluene:ethyl acetate:acetic acid (65:25:10)
  8. customgave
  9. customafter recrystallization from methylene chlorideether, 0.51 g (38%), mp 151°-155°

出典と根拠

ORDレコード
ord-1f03882bb4f44ea29f3f5050d2f6af59
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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