Sodium Hydroxide → [[8-Acetyl-7-[3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]propoxy]-2-naphthalenyl]oxy]acetic acid

HRID 1981987ノート

反応式

HRID 1981987 の反応式
C[O:2][C:3](=[O:41])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[C:9]([C:38](=[O:40])[CH3:39])[C:10]([O:16][CH2:17][CH2:18][CH2:19][O:20][CH2:21][CH2:22][CH2:23][O:24][C:25]3[CH:30]=[CH:29][C:28]([C:31](=[O:33])[CH3:32])=[C:27]([OH:34])[C:26]=3[CH2:35][CH2:36][CH3:37])=[CH:11][CH:12]=2)[CH:7]=1.[OH-].[Na+]>CO>[C:38]([C:9]1[C:10]([O:16][CH2:17][CH2:18][CH2:19][O:20][CH2:21][CH2:22][CH2:23][O:24][C:25]2[CH:30]=[CH:29][C:28]([C:31](=[O:33])[CH3:32])=[C:27]([OH:34])[C:26]=2[CH2:35][CH2:36][CH3:37])=[CH:11][CH:12]=[C:13]2[C:8]=1[CH:7]=[C:6]([O:5][CH2:4][C:3]([OH:41])=[O:2])[CH:15]=[CH:14]2)(=[O:40])[CH3:39]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 13504774[[8-Acetyl-7-[3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]propoxy]-2-naphthalenyl]oxy]acetic acid methyl ester

生成物 1

HCID 13504775[[8-Acetyl-7-[3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]propoxy]-2-naphthalenyl]oxy]acetic acid収率 73%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 1.2 g of [[8-acetyl-7-[3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]propoxy]-2-naphthalenyl]oxy]acetic acid methyl ester and 21 ml of 1N sodium hydroxide in 42 ml of methanol was stirred at reflux for 1 hour. The methanol was removed in vacuo and the aqueous solution was washed with ethyl acetate. The aqueous layer was acidified with 3N hydrochloric acid to pH 3 and the oil was extracted with chloroform. The extract was dried (magnesium sulfate) and concentrated to give an oil which was triturated with ether-cyclohexane and filtered to yield 0.85 g, mp 101°-104° C. (73%) of [[8-acetyl-7-[3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]propoxy]-2-naphthalenyl]oxy]acetic acid.

後処理

  1. temperatureat reflux for 1 hour
  2. customThe methanol was removed in vacuo
  3. washthe aqueous solution was washed with ethyl acetate
  4. extractionthe oil was extracted with chloroform
  5. dry with materialThe extract was dried (magnesium sulfate)
  6. concentrationconcentrated
  7. customto give an oil which
  8. customwas triturated with ether-cyclohexane
  9. filtrationfiltered

出典と根拠

ORDレコード
ord-c35693ef7e1f444986e01dafae0d115c
出典データセット
uspto-grants-1986_06
特許番号
US04594442

反応ノート

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