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

HRID 882934ノート

反応式

HRID 882934 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-b05beee6aa024ff6b6521cf0a20f0fd5
出典データセット
uspto-grants-2012_08
特許番号
US08236808B2

反応ノート

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