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

HRID 2100466노트

반응식

HRID 2100466 반응식
[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

참가 물질

5

반응물 3

HCID 300Chloroacetic AcidHCID 60542-PhenylethanolHCID 24758Sodium hydride

생성물 1

HCID 132089222-(2-Phenylethoxy)acetic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c256d2f4d59f47debb4ff954785466ea
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07572801B2

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