Hydrochloric Acid → 4-Acetamido-3-(2-hydroxyethoxy)benzoic acid

HRID 1451083ノート

反応式

HRID 1451083 の反応式
[C:1]([NH:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11]C)=[O:10])=[CH:7][C:6]=1[O:15][CH2:16][CH2:17][OH:18])(=[O:3])[CH3:2].[OH-].[Na+].Cl>C(OCC)(=O)C>[C:1]([NH:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([OH:11])=[O:10])=[CH:7][C:6]=1[O:15][CH2:16][CH2:17][OH:18])(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10491072Methyl 4-acetylamino-3-(2-hydroxyethoxy)benzoate

生成物 1

HCID 5060834-Acetamido-3-(2-hydroxyethoxy)benzoic acid収率 34%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A sample of methyl 4-acetylamino-3-(2-hydroxyethoxy)benzoate (1.51 g, 0.0060 mol) was suspended in 1N NaOH (12.0 mL, 0.0119 mol). After stirring for 1 h, thin-layer chromatographic analysis (SiO2, ethyl acetate) showed disappearance of starting material along with appearance of a new lower-running spot (Rf =0.1) indicating the reaction was complete. The reaction mixture when neutralized with concentrated HCl formed a white precipitate. The material was collected by filtration, washed with water, and then dried in vacuo at acetone reflux to give 0.47 g (34%) of the title compound as a tan solid, mp 207.5°-208.5° C.

後処理

  1. customformed a white precipitate
  2. filtrationThe material was collected by filtration
  3. washwashed with water
  4. dry with materialdried in vacuo at acetone
  5. temperaturereflux

出典と根拠

ORDレコード
ord-7541a270f96f4100ac56431eb5f2be92
出典データセット
uspto-grants-1997_02
特許番号
US05602277

反応ノート

読み込み中…