Water → 4-Amino-5-chloro-2-(2-methoxyethoxy)benzoic acid

HRID 2254610ノート

反応式

HRID 2254610 の反応式
C[O:2][C:3](=[O:17])[C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([NH2:11])=[CH:6][C:5]=1[O:12][CH2:13][CH2:14][O:15][CH3:16].[OH-].[Na+].O>C(O)C>[NH2:11][C:7]1[C:8]([Cl:10])=[CH:9][C:4]([C:3]([OH:17])=[O:2])=[C:5]([O:12][CH2:13][CH2:14][O:15][CH3:16])[CH:6]=1

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 539320764-Amino-5-chloro-2-(2-methoxyethoxy)benzoic acid methyl ester

生成物 1

HCID 197959774-Amino-5-chloro-2-(2-methoxyethoxy)benzoic acid収率 78%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 4-amino-5-chloro-2-(2-methoxyethoxy)benzoic acid methyl ester (2.75 g, 10.6 mmoles) in 95% ethanol (20 ml) was treated with 50% sodium hydroxide (10 ml) and water (10 ml), and refluxed for one hour. The ethanol was removed in vacuo and replaced with water, and the aqueous solution was extracted with ether (20 ml) and adjusted to pH 4 with concentrated hydrochloric acid (16 ml). A resultant precipitate was filtered, washed with water, air dried, and recrystallized from ethyl acetate to yield 2.03 g (78%) of fine pale tan needles, mp 119°-120° C.

後処理

  1. temperaturerefluxed for one hour
  2. customThe ethanol was removed in vacuo
  3. extractionthe aqueous solution was extracted with ether (20 ml)
  4. filtrationA resultant precipitate was filtered
  5. washwashed with water, air
  6. customdried
  7. customrecrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-02a4994f0c0241dc84fc7c631bbbac03
出典データセット
uspto-grants-1993_08
特許番号
US05236931

反応ノート

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