4-Hydroxybenzyl Alcohol → 4-(2-Propoxyethoxy)benzyl alcohol

HRID 1169458ノート

反応式

HRID 1169458 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][CH:3]=1.[CH2:10]([O:13][CH2:14][CH2:15]Br)[CH2:11][CH3:12].[I-].[Na+].C(=O)([O-])[O-].[K+].[K+]>O.CN(C=O)C>[CH2:10]([O:13][CH2:14][CH2:15][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][CH:3]=1)[CH2:11][CH3:12]

参加物

7

反応物 4

HCID 1254-Hydroxybenzyl AlcoholHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 27341841-(2-Bromoethoxy)propane

生成物 1

HCID 27341874-(2-Propoxyethoxy)benzyl alcohol

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

A mixture of 4-hydroxybenzyl alcohol (3.00 g), 2-bromoethyl propyl ether (4.0 ml), sodium iodide (4.75 g), potassium carbonate (6.68 g) and DMF (30 ml) was stirred at 90° C. for 3 days. The reaction mixture was mixed with water, and was extracted with ethyl acetate. The organic layer was washed with water and an aqueous saturated solution of sodium chloride, and was dried with magnesium sulfate. After concentration under reduced pressure, the residue was subjected to separation and purification using column chromatography (ethyl acetate:hexane 1:2→1:1) to obtain 4-(2-propoxyethoxy)benzyl alcohol (2.27 g) as a light yellow, oily substance.

後処理

  1. extractionwas extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialan aqueous saturated solution of sodium chloride, and was dried with magnesium sulfate
  4. concentrationAfter concentration under reduced pressure
  5. customthe residue was subjected to separation and purification

出典と根拠

ORDレコード
ord-9ccbf93b04344f908d4209d823e4aeea
出典データセット
uspto-grants-2003_09
特許番号
US06627651B1

反応ノート

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