Potassium Carbonate → Methyl [4-(3-hydroxypropyl)phenoxy]acetate

HRID 882934노트

반응식

HRID 882934 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][OH:11])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][C:20]([O:22][CH3:23])=[O:21]>CC(C)=O>[CH3:23][O:22][C:20](=[O:21])[CH2:19][O:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][OH:11])=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 824523-(4-Hydroxyphenyl)propanol

생성물 1

HCID 22949949Methyl [4-(3-hydroxypropyl)phenoxy]acetate

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution of 3-(4-hydroxyphenyl)-1-propanol (3 g, 19.7 mmol) in acetone (30 mL) is added potassium carbonate (4.08 g, 29.5 mmol) and methyl bromoacetate (2.8 mL, 29.3 mmol) and the reaction is heated at reflux for 15 h. The reaction mixture is allowed to cool to RT, filtered, and the solvent removed in vacuo. The residue is purified by chromatography (SiO2, EtOAc:iso-hexane, 2:3) to afford the title compound. 1H NMR (400 MHz, CDCl3) δ 7.14 (2H, d), 6.85 (2H, d), 4.64 (2H, s), 3.82 (3H, s), 3.69 (2H, t), 2.68 (2H, t), 1.82 (2H, m).

후처리

  1. temperaturethe reaction is heated
  2. temperatureat reflux for 15 h
  3. filtrationfiltered
  4. customthe solvent removed in vacuo
  5. customThe residue is purified by chromatography (SiO2, EtOAc:iso-hexane, 2:3)

출처 및 근거

ORD 기록
ord-b05beee6aa024ff6b6521cf0a20f0fd5
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08236808B2

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