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Water → (3-Ethynyl-quinolin-6-yloxy)-metoxy-acetic acid

HRID 1962858
ノート
印刷プレビュー

反応式

HRID 1962858 の反応式
C[O:2][C:3](=[O:24])[CH:4]([O:22][CH3:23])[O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][C:10]([C:16]#[C:17][Si](C)(C)C)=[CH:9]2.[OH-].[Na+].C(OCC)(=O)C.O>C(O)C>[C:16]([C:10]1[CH:11]=[N:12][C:13]2[C:8]([CH:9]=1)=[CH:7][C:6]([O:5][CH:4]([O:22][CH3:23])[C:3]([OH:24])=[O:2])=[CH:15][CH:14]=2)#[CH:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 59565426Methoxy-(3-trimethylsilanylethynyl-quinolin-6-yloxy)-acetic acid methyl ester

生成物 1

HCID 59565329(3-Ethynyl-quinolin-6-yloxy)-metoxy-acetic acid収率 77.2%

試薬・触媒・溶媒 1

HCID 702
Ethanol
溶媒

実験手順

To a solution of methoxy-(3-trimethylsilanylethynyl-quinolin-6-yloxy)-acetic acid methyl ester (1.99 g) in ethanol (14 mL) was added a solution of sodium hydroxide 2N (4 mL) at 0° C. The reaction mixture was stirred at room temperature for 1 hour. Ethyl acetate and water were added. The mixture was stirred. The two layers were separated. The aqueous layer was acidified at pH 1 with HCl 2N. Then it was extracted with ethyl acetate (twice). The organic layer was dried over sodium sulphate, filtered and concentrated under reduced pressure to give (3-ethynyl-quinolin-6-yloxy)-metoxy-acetic acid (1.15 g) as an orange solid.

後処理

  1. stirringThe mixture was stirred
  2. customThe two layers were separated
  3. extractionThen it was extracted with ethyl acetate (twice)
  4. dry with materialThe organic layer was dried over sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-306f31706ec64ccca1802d314cdfb384
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08415272B2

反応ノート

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