Water → 2-Ethoxy-3-{4-[2-(4-hydroxyphenyl)ethoxy]-3-methylphenyl}propanoic acid

HRID 353306ノート

反応式

HRID 353306 の反応式
[CH2:1]([O:3][CH:4]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([O:26]S(C)(=O)=O)=[CH:22][CH:21]=2)=[C:13]([CH3:31])[CH:12]=1)[C:5]([O:7]CC)=[O:6])[CH3:2].[OH-].[Na+].O>C1COCC1>[CH2:1]([O:3][CH:4]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)=[C:13]([CH3:31])[CH:12]=1)[C:5]([OH:7])=[O:6])[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 22708415Ethyl 2-ethoxy-3-[3-methyl-4-(2-{4-[(methylsulfonyl)oxy]phenyl}ethoxy)phenyl]propanoate

生成物 1

HCID 227084062-Ethoxy-3-{4-[2-(4-hydroxyphenyl)ethoxy]-3-methylphenyl}propanoic acid収率 10.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Ethyl 2-ethoxy-3-[3-methyl-4-(2-{4-[(methylsulfonyl)oxy]phenyl}ethoxy)phenyl]propanoate (0.150 g; 0.330 mmole) was dissolved in THF. 5M sodium hydroxide (10 eqv) was added and the reaction mixture was stirred over night. Water was added and the THF evaporated. The remaining water was acidified with diluted hydrochloric acid and extracted with ethyl acetate. The organic phase was dried with magnesium sulfate. Purification of the crude product with preparative HPLC (Kromasil C8, 7 μm, 50×250 mm) using acetronitrile (20-100%) in ammonium acetate buffer (pH 7) as mobil phase gave 0.012 g (8% yield) of the desired product.

後処理

  1. customthe THF evaporated
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic phase was dried with magnesium sulfate
  4. customPurification of the crude product with preparative HPLC (Kromasil C8, 7 μm, 50×250 mm)

出典と根拠

ORDレコード
ord-0b04408743a944fd968df7d0042b6706
出典データセット
uspto-grants-2004_06
特許番号
US06750252B2

反応ノート

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