4-Hydroxybenzoic Acid → 4-(Prop-2-yn-1-yloxy)benzoic acid

HRID 1742731

反応式

HRID 1742731 の反応式
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[OH-].[Na+].[CH2:13](Br)[C:14]#[CH:15].Cl>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.O.CCOCC>[CH2:15]([O:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1)[C:14]#[CH:13]

参加物

8

反応物 4

HCID 1354-Hydroxybenzoic AcidHCID 313Hydrochloric AcidHCID 7842Propargyl bromideHCID 14798Sodium Hydroxide

生成物 1

HCID 30892004-(Prop-2-yn-1-yloxy)benzoic acid収率 43.6%

試薬・触媒・溶媒 3

HCID 74236Tetrabutylammonium Bromide触媒HCID 962Water溶媒2 回HCID 3283Diethyl Ether溶媒

実験手順

Into a reaction flask fitted with a stirrer, a thermometer, a nitrogen gas inlet tube and a reflux condenser, were placed 19.276 parts of p-hydroxybenzoic acid, 50.242 parts of deionized water, 12.633 parts of NaOH and 0.011 part of tetrabutylammoniumbromide and to this mixture, 17.848 parts of propargyl bromide was added dropwise and reacted at 80° C. for 6 hours. After completion of the reaction, the content was treated with 1N-HCl and then with a mixture of ether and deionized water and the ether layer was separated, added with magnesium sulfate and kept standing overnight. After filtering off magnesium sulfate, the ether solvent was removed by an evaporator and the residue was subjected to a column chromatography (silica gel 200 mesh) to obtain a purified 1propargyloxybenzene-4-carboxylic acid. Yield 43.6%

後処理

  1. customInto a reaction flask fitted with a stirrer
  2. customreacted at 80° C. for 6 hours
  3. customAfter completion of the reaction
  4. customthe ether layer was separated
  5. additionadded with magnesium sulfate
  6. filtrationAfter filtering off magnesium sulfate
  7. customthe ether solvent was removed by an evaporator

出典と根拠

ORDレコード
ord-aac89d0835d747379050c2d47c2273f0
出典データセット
uspto-grants-1994_08
特許番号
US05340931

関連ノート

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