Chloroacetic Acid → 2-(2-Phenylethoxy)acetic acid

HRID 2100466ノート

反応式

HRID 2100466 の反応式
[H-].[Na+].[C:3]1([CH2:9][CH2:10][OH:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[CH2:13][C:14]([OH:16])=[O:15]>CN(C=O)C>[CH2:10]([O:11][CH2:13][C:14]([OH:16])=[O:15])[CH2:9][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 300Chloroacetic AcidHCID 60542-PhenylethanolHCID 24758Sodium hydride

生成物 1

HCID 132089222-(2-Phenylethoxy)acetic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

NaH (6.87 g, 172 mmol) was added slowly to a solution of 2-phenylethanol ([60-12-8], 6.00 g, 5.88 ml, 49.1 mmol) in DMF (50 ml). The reaction mixture was heated and kept for 10 min at 60° C. Chloroacetic acid ([79-11-8], 8.12 g, 86 mmol) was added slowly and carefully (exothermic), and the mixture was kept for 1 h at 60° C. The mixture was poured on ice and extracted twice with diethyl ether. Then the water phase was acidified (HCl, pH˜3) and extracted twice with ethyl acetate. Phenethyloxy-acetic acid [81228-03-7] was obtained after drying (Na2SO4), and evaporation of the solvent. The compound was sufficiently pure for the next step without further purification.

後処理

  1. temperatureThe reaction mixture was heated
  2. waitcarefully (exothermic), and the mixture was kept for 1 h at 60° C
  3. additionThe mixture was poured on ice
  4. extractionextracted twice with diethyl ether
  5. extractionextracted twice with ethyl acetate

出典と根拠

ORDレコード
ord-c256d2f4d59f47debb4ff954785466ea
出典データセット
uspto-grants-2009_08
特許番号
US07572801B2

反応ノート

読み込み中…